34441-14-0,MFCD30719715
Catalog No.:AA00C8ZE

34441-14-0 | 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥95%
in stock  
$519.00   $363.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00C8ZE
Chemical Name:
1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))-
CAS Number:
34441-14-0
Molecular Formula:
C12H21N3O6
Molecular Weight:
303.3116
MDL Number:
MFCD30719715
SMILES:
N[C@H](C(=O)O)CCN[C@H](C(=O)O)CCN1CC[C@H]1C(=O)O
Properties
Computed Properties
 
Complexity:
403  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-8.2  

Literature

Title: Biosynthesis of a broad-spectrum nicotianamine-like metallophore in Staphylococcus aureus.

Journal: Science (New York, N.Y.) 20160527

Title: The zinc homeostasis network of land plants.

Journal: Biochimica et biophysica acta 20120901

Title: Senescence-induced iron mobilization in source leaves of barley (Hordeum vulgare) plants.

Journal: The New phytologist 20120701

Title: Nicotianamine functions in the Phloem-based transport of iron to sink organs, in pollen development and pollen tube growth in Arabidopsis.

Journal: The Plant cell 20120601

Title: Recycling of methylthioadenosine is essential for normal vascular development and reproduction in Arabidopsis.

Journal: Plant physiology 20120401

Title: Identification of Zn-nicotianamine and Fe-2'-Deoxymugineic acid in the phloem sap from rice plants (Oryza sativa L.).

Journal: Plant & cell physiology 20120201

Title: Nicotianamine in zinc and iron homeostasis.

Journal: The Plant cell 20120201

Title: Elevated nicotianamine levels in Arabidopsis halleri roots play a key role in zinc hyperaccumulation.

Journal: The Plant cell 20120201

Title: Vacuolar nicotianamine has critical and distinct roles under iron deficiency and for zinc sequestration in Arabidopsis.

Journal: The Plant cell 20120201

Title: Genetic and biochemical approaches for studying the yellow stripe-like transporter family in plants.

Journal: Current topics in membranes 20120101

Title: Bio-available zinc in rice seeds is increased by activation tagging of nicotianamine synthase.

Journal: Plant biotechnology journal 20111001

Title: The binding of aluminum to mugineic acid and related compounds as studied by potentiometric titration.

Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20110801

Title: The role of transition metal homeostasis in plant seed development.

Journal: Current opinion in plant biology 20110601

Title: Phloem-specific expression of Yang cycle genes and identification of novel Yang cycle enzymes in Plantago and Arabidopsis.

Journal: The Plant cell 20110501

Title: Use of recombinantly produced 15N3-labelled nicotianamine for fast and sensitive stable isotope dilution ultra-performance liquid chromatography/electrospray ionization time-of-flight mass spectrometry.

Journal: Analytical and bioanalytical chemistry 20110101

Title: Functional compounds in fermented buckwheat sprouts.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Successful reproduction requires the function of Arabidopsis Yellow Stripe-Like1 and Yellow Stripe-Like3 metal-nicotianamine transporters in both vegetative and reproductive structures.

Journal: Plant physiology 20100901

Title: Plant Physiology. On the inside.

Journal: Plant physiology 20100901

Title: [Heavy metal absorption, transportation and accumulation mechanisms in hyperaccumulator Thlaspi caerulescens].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20100501

Title: Nicotianamine, a novel enhancer of rice iron bioavailability to humans.

Journal: PloS one 20100101

Title: Studies on the mechanism of antihypertensive action by nicotianamine.

Journal: Journal of nutritional science and vitaminology 20100101

Title: Nicotianamine forms complexes with Zn(II) in vivo.

Journal: Metallomics : integrated biometal science 20100101

Title: A highly sensitive, quick and simple quantification method for nicotianamine and 2'-deoxymugineic acid from minimum samples using LC/ESI-TOF-MS achieves functional analysis of these components in plants.

Journal: Plant & cell physiology 20091101

Title: OsYSL18 is a rice iron(III)-deoxymugineic acid transporter specifically expressed in reproductive organs and phloem of lamina joints.

Journal: Plant molecular biology 20090801

Title: The analysis of Arabidopsis nicotianamine synthase mutants reveals functions for nicotianamine in seed iron loading and iron deficiency responses.

Journal: Plant physiology 20090501

Title: Increased sensitivity to iron deficiency in Arabidopsis thaliana overaccumulating nicotianamine.

Journal: Journal of experimental botany 20090301

Title: Genetically engineered rice containing larger amounts of nicotianamine to enhance the antihypertensive effect.

Journal: Plant biotechnology journal 20090101

Title: Metal movement within the plant: contribution of nicotianamine and yellow stripe 1-like transporters.

Journal: Annals of botany 20090101

Title: Nicotianamine and histidine/proline are, respectively, the most important copper chelators in xylem sap of Brassica carinata under conditions of copper deficiency and excess.

Journal: Journal of experimental botany 20090101

Title: Synthesis and biological activity of nicotianamine and analogues.

Journal: Advances in experimental medicine and biology 20090101

Title: Investigation of ascorbate-mediated iron release from ferric phytosiderophores in the presence of nicotianamine.

Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20081001

Title: Formation of metal-nicotianamine complexes as affected by pH, ligand exchange with citrate and metal exchange. A study by electrospray ionization time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20080501

Title: Mutation in nicotianamine aminotransferase stimulated the Fe(II) acquisition system and led to iron accumulation in rice.

Journal: Plant physiology 20071201

Title: Nicotianamine preferentially inhibits Angiotensin I-converting enzyme.

Journal: Journal of nutritional science and vitaminology 20070801

Title: Iron utilization and metabolism in plants.

Journal: Current opinion in plant biology 20070601

Title: The expression of iron homeostasis-related genes during rice germination.

Journal: Plant molecular biology 20070501

Title: Highly sensitive quantitative analysis of nicotianamine using LC/ESI-TOF-MS with an internal standard.

Journal: Bioscience, biotechnology, and biochemistry 20070201

Title: TcYSL3, a member of the YSL gene family from the hyper-accumulator Thlaspi caerulescens, encodes a nicotianamine-Ni/Fe transporter.

Journal: The Plant journal : for cell and molecular biology 20070101

Title: Relationships of nicotianamine and other amino acids with nickel, zinc and iron in Thlaspi hyperaccumulators.

Journal: The New phytologist 20070101

Title: S-Adenosyl-L-methionine: beyond the universal methyl group donor.

Journal: Phytochemistry 20060801

Title: Metabolic engineering of Saccharomyces cerevisiae producing nicotianamine: potential for industrial biosynthesis of a novel antihypertensive substrate.

Journal: Bioscience, biotechnology, and biochemistry 20060601

Title: The transition metal chelator nicotianamine is synthesized by filamentous fungi.

Journal: FEBS letters 20060529

Title: An angiotensin-I converting enzyme inhibitor from buckwheat (Fagopyrum esculentum Moench) flour.

Journal: Phytochemistry 20060301

Title: Root-to-shoot long-distance circulation of nicotianamine and nicotianamine-nickel chelates in the metal hyperaccumulator Thlaspi caerulescens.

Journal: Journal of experimental botany 20060101

Title: A loss-of-function mutation in AtYSL1 reveals its role in iron and nicotianamine seed loading.

Journal: The Plant journal : for cell and molecular biology 20051201

Title: Increased nicotianamine biosynthesis confers enhanced tolerance of high levels of metals, in particular nickel, to plants.

Journal: Plant & cell physiology 20051101

Title: Nicotianamine over-accumulation confers resistance to nickel in Arabidopsis thaliana.

Journal: Transgenic research 20051001

Title: Functional effects of Japanese style fermented soy sauce (shoyu) and its components.

Journal: Journal of bioscience and bioengineering 20050901

Title: Arabidopsis Yellow Stripe-Like2 (YSL2): a metal-regulated gene encoding a plasma membrane transporter of nicotianamine-metal complexes.

Journal: The Plant journal : for cell and molecular biology 20040801

Title: OsYSL2 is a rice metal-nicotianamine transporter that is regulated by iron and expressed in the phloem.

Journal: The Plant journal : for cell and molecular biology 20040801

Title: ZmYS1 functions as a proton-coupled symporter for phytosiderophore- and nicotianamine-chelated metals.

Journal: The Journal of biological chemistry 20040305

Title: Discovery of an extended bundle sheath in Ricinus communis L. and its role as a temporal storage compartment for the iron chelator nicotianamine.

Journal: Planta 20030701

Title: Role of nicotianamine in the intracellular delivery of metals and plant reproductive development.

Journal: The Plant cell 20030601

Title: FRD3, a member of the multidrug and toxin efflux family, controls iron deficiency responses in Arabidopsis.

Journal: The Plant cell 20020801

Title: Revisiting the metal-binding chemistry of nicotianamine and 2'-deoxymugineic acid. Implications for iron nutrition in strategy II plants.

Journal: Plant physiology 20020801

Title: Fe homeostasis in plant cells: does nicotianamine play multiple roles in the regulation of cytoplasmic Fe concentration?

Journal: Planta 20011001

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SDS
Tags:34441-14-0 Molecular Formula|34441-14-0 MDL|34441-14-0 SMILES|34441-14-0 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))-
Catalog No.: AA00C8ZE
34441-14-0,MFCD30719715
34441-14-0 | 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))-
Pack Size: 1mg
Purity: ≥95%
in stock
$519.00 $363.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00C8ZE
Chemical Name: 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))-
CAS Number: 34441-14-0
Molecular Formula: C12H21N3O6
Molecular Weight: 303.3116
MDL Number: MFCD30719715
SMILES: N[C@H](C(=O)O)CCN[C@H](C(=O)O)CCN1CC[C@H]1C(=O)O
Properties
Complexity: 403  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 3  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 21  
Hydrogen Bond Acceptor Count: 9  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -8.2  
Literature fold

Title: Biosynthesis of a broad-spectrum nicotianamine-like metallophore in Staphylococcus aureus.

Journal: Science (New York, N.Y.)20160527

Title: The zinc homeostasis network of land plants.

Journal: Biochimica et biophysica acta20120901

Title: Senescence-induced iron mobilization in source leaves of barley (Hordeum vulgare) plants.

Journal: The New phytologist20120701

Title: Nicotianamine functions in the Phloem-based transport of iron to sink organs, in pollen development and pollen tube growth in Arabidopsis.

Journal: The Plant cell20120601

Title: Recycling of methylthioadenosine is essential for normal vascular development and reproduction in Arabidopsis.

Journal: Plant physiology20120401

Title: Identification of Zn-nicotianamine and Fe-2'-Deoxymugineic acid in the phloem sap from rice plants (Oryza sativa L.).

Journal: Plant & cell physiology20120201

Title: Nicotianamine in zinc and iron homeostasis.

Journal: The Plant cell20120201

Title: Elevated nicotianamine levels in Arabidopsis halleri roots play a key role in zinc hyperaccumulation.

Journal: The Plant cell20120201

Title: Vacuolar nicotianamine has critical and distinct roles under iron deficiency and for zinc sequestration in Arabidopsis.

Journal: The Plant cell20120201

Title: Genetic and biochemical approaches for studying the yellow stripe-like transporter family in plants.

Journal: Current topics in membranes20120101

Title: Bio-available zinc in rice seeds is increased by activation tagging of nicotianamine synthase.

Journal: Plant biotechnology journal20111001

Title: The binding of aluminum to mugineic acid and related compounds as studied by potentiometric titration.

Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine20110801

Title: The role of transition metal homeostasis in plant seed development.

Journal: Current opinion in plant biology20110601

Title: Phloem-specific expression of Yang cycle genes and identification of novel Yang cycle enzymes in Plantago and Arabidopsis.

Journal: The Plant cell20110501

Title: Use of recombinantly produced 15N3-labelled nicotianamine for fast and sensitive stable isotope dilution ultra-performance liquid chromatography/electrospray ionization time-of-flight mass spectrometry.

Journal: Analytical and bioanalytical chemistry20110101

Title: Functional compounds in fermented buckwheat sprouts.

Journal: Bioscience, biotechnology, and biochemistry20110101

Title: Successful reproduction requires the function of Arabidopsis Yellow Stripe-Like1 and Yellow Stripe-Like3 metal-nicotianamine transporters in both vegetative and reproductive structures.

Journal: Plant physiology20100901

Title: Plant Physiology. On the inside.

Journal: Plant physiology20100901

Title: [Heavy metal absorption, transportation and accumulation mechanisms in hyperaccumulator Thlaspi caerulescens].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology20100501

Title: Nicotianamine, a novel enhancer of rice iron bioavailability to humans.

Journal: PloS one20100101

Title: Studies on the mechanism of antihypertensive action by nicotianamine.

Journal: Journal of nutritional science and vitaminology20100101

Title: Nicotianamine forms complexes with Zn(II) in vivo.

Journal: Metallomics : integrated biometal science20100101

Title: A highly sensitive, quick and simple quantification method for nicotianamine and 2'-deoxymugineic acid from minimum samples using LC/ESI-TOF-MS achieves functional analysis of these components in plants.

Journal: Plant & cell physiology20091101

Title: OsYSL18 is a rice iron(III)-deoxymugineic acid transporter specifically expressed in reproductive organs and phloem of lamina joints.

Journal: Plant molecular biology20090801

Title: The analysis of Arabidopsis nicotianamine synthase mutants reveals functions for nicotianamine in seed iron loading and iron deficiency responses.

Journal: Plant physiology20090501

Title: Increased sensitivity to iron deficiency in Arabidopsis thaliana overaccumulating nicotianamine.

Journal: Journal of experimental botany20090301

Title: Genetically engineered rice containing larger amounts of nicotianamine to enhance the antihypertensive effect.

Journal: Plant biotechnology journal20090101

Title: Metal movement within the plant: contribution of nicotianamine and yellow stripe 1-like transporters.

Journal: Annals of botany20090101

Title: Nicotianamine and histidine/proline are, respectively, the most important copper chelators in xylem sap of Brassica carinata under conditions of copper deficiency and excess.

Journal: Journal of experimental botany20090101

Title: Synthesis and biological activity of nicotianamine and analogues.

Journal: Advances in experimental medicine and biology20090101

Title: Investigation of ascorbate-mediated iron release from ferric phytosiderophores in the presence of nicotianamine.

Journal: Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine20081001

Title: Formation of metal-nicotianamine complexes as affected by pH, ligand exchange with citrate and metal exchange. A study by electrospray ionization time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM20080501

Title: Mutation in nicotianamine aminotransferase stimulated the Fe(II) acquisition system and led to iron accumulation in rice.

Journal: Plant physiology20071201

Title: Nicotianamine preferentially inhibits Angiotensin I-converting enzyme.

Journal: Journal of nutritional science and vitaminology20070801

Title: Iron utilization and metabolism in plants.

Journal: Current opinion in plant biology20070601

Title: The expression of iron homeostasis-related genes during rice germination.

Journal: Plant molecular biology20070501

Title: Highly sensitive quantitative analysis of nicotianamine using LC/ESI-TOF-MS with an internal standard.

Journal: Bioscience, biotechnology, and biochemistry20070201

Title: TcYSL3, a member of the YSL gene family from the hyper-accumulator Thlaspi caerulescens, encodes a nicotianamine-Ni/Fe transporter.

Journal: The Plant journal : for cell and molecular biology20070101

Title: Relationships of nicotianamine and other amino acids with nickel, zinc and iron in Thlaspi hyperaccumulators.

Journal: The New phytologist20070101

Title: S-Adenosyl-L-methionine: beyond the universal methyl group donor.

Journal: Phytochemistry20060801

Title: Metabolic engineering of Saccharomyces cerevisiae producing nicotianamine: potential for industrial biosynthesis of a novel antihypertensive substrate.

Journal: Bioscience, biotechnology, and biochemistry20060601

Title: The transition metal chelator nicotianamine is synthesized by filamentous fungi.

Journal: FEBS letters20060529

Title: An angiotensin-I converting enzyme inhibitor from buckwheat (Fagopyrum esculentum Moench) flour.

Journal: Phytochemistry20060301

Title: Root-to-shoot long-distance circulation of nicotianamine and nicotianamine-nickel chelates in the metal hyperaccumulator Thlaspi caerulescens.

Journal: Journal of experimental botany20060101

Title: A loss-of-function mutation in AtYSL1 reveals its role in iron and nicotianamine seed loading.

Journal: The Plant journal : for cell and molecular biology20051201

Title: Increased nicotianamine biosynthesis confers enhanced tolerance of high levels of metals, in particular nickel, to plants.

Journal: Plant & cell physiology20051101

Title: Nicotianamine over-accumulation confers resistance to nickel in Arabidopsis thaliana.

Journal: Transgenic research20051001

Title: Functional effects of Japanese style fermented soy sauce (shoyu) and its components.

Journal: Journal of bioscience and bioengineering20050901

Title: Arabidopsis Yellow Stripe-Like2 (YSL2): a metal-regulated gene encoding a plasma membrane transporter of nicotianamine-metal complexes.

Journal: The Plant journal : for cell and molecular biology20040801

Title: OsYSL2 is a rice metal-nicotianamine transporter that is regulated by iron and expressed in the phloem.

Journal: The Plant journal : for cell and molecular biology20040801

Title: ZmYS1 functions as a proton-coupled symporter for phytosiderophore- and nicotianamine-chelated metals.

Journal: The Journal of biological chemistry20040305

Title: Discovery of an extended bundle sheath in Ricinus communis L. and its role as a temporal storage compartment for the iron chelator nicotianamine.

Journal: Planta20030701

Title: Role of nicotianamine in the intracellular delivery of metals and plant reproductive development.

Journal: The Plant cell20030601

Title: FRD3, a member of the multidrug and toxin efflux family, controls iron deficiency responses in Arabidopsis.

Journal: The Plant cell20020801

Title: Revisiting the metal-binding chemistry of nicotianamine and 2'-deoxymugineic acid. Implications for iron nutrition in strategy II plants.

Journal: Plant physiology20020801

Title: Fe homeostasis in plant cells: does nicotianamine play multiple roles in the regulation of cytoplasmic Fe concentration?

Journal: Planta20011001

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