4178-93-2,MFCD00063681
Catalog No.:AA00BY76

4178-93-2 | H-Leu-pna

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250mg
98%
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1g
97%
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5g
≥ 99% (HPLC)
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00BY76
Chemical Name:
H-Leu-pna
CAS Number:
4178-93-2
Molecular Formula:
C12H17N3O3
Molecular Weight:
251.2817
MDL Number:
MFCD00063681
SMILES:
N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CC(C)C C12H17N3O3
Properties
Computed Properties
 
Complexity:
293  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.7  

Downstream Synthesis Route

[1]CollectionofCzechoslovakChemicalCommunications,1988,vol.53,p.3197-3205

[1]Chemicalandpharmaceuticalbulletin,1982,vol.30,p.4060-4068

[1]JournalofOrganicChemistry,1990,vol.55,p.3507-3511

[1]CollectionofCzechoslovakChemicalCommunications,1980,vol.45,p.1099-1108

[2]JournalofOrganicChemistry,2002,vol.67,p.4951-4956

[3]BiochimicaetBiophysicaActa-GeneralSubjects,2010,vol.1800,p.459-465

[4]JournalofAgriculturalandFoodChemistry,2010,vol.58,p.8027-8034

[5]FoodChemistry,2012,vol.131,p.1295-1303

[6]ProcessBiochemistry,2012,vol.47,p.914-921

[7]JournalofMolecularCatalysisB:Enzymatic,2015,vol.113,p.39-46

[1]BulletinoftheChemicalSocietyofJapan,1985,vol.58,p.1349-1350

[2]AngewandteChemie-InternationalEdition,1999,vol.38,p.2914-2916    AngewandteChemie,1999,vol.111,p.3097-3100

[3]Bioscience,BiotechnologyandBiochemistry,2000,vol.64,p.1055-1057

[4]Bioscience,BiotechnologyandBiochemistry,2001,vol.65,p.2802-2805

[5]EuropeanJournalofInorganicChemistry,2003,p.1974-1983

[6]Bioscience,BiotechnologyandBiochemistry,2004,vol.68,p.945-947

Literature

Title: Prey digestion in the midgut of the predatory bug Podisus nigrispinus (Hemiptera: Pentatomidae).

Journal: Journal of insect physiology 20120601

Title: The leucine aminopeptidase of Staphylococcus aureus is secreted and contributes to biofilm formation.

Journal: International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases 20120501

Title: Mechanism of peptide hydrolysis by co-catalytic metal centers containing leucine aminopeptidase enzyme: a DFT approach.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20120201

Title: Changes and induction of aminopeptidase activities in response to pathogen infection during germination of pigeonpea (Cajanas cajan) seeds.

Journal: Journal of plant physiology 20111015

Title: LYP, a bestatin dimethylaminoethyl ester, inhibited cancer angiogenesis both in vitro and in vivo.

Journal: Microvascular research 20110901

Title: LYP, a novel bestatin derivative, inhibits cell growth and suppresses APN/CD13 activity in human ovarian carcinoma cells more potently than bestatin.

Journal: Investigational new drugs 20110801

Title: Small-molecule probe using dual signals to monitor leucine aminopeptidase activity.

Journal: Bioorganic & medicinal chemistry letters 20110415

Title: Technological characterization of lactococci isolated from traditional Chinese fermented milks.

Journal: Journal of dairy science 20110401

Title: Comparative analyses of exoproteinases produced by three phytopathogenic microorganisms.

Journal: Journal of pathogens 20110101

Title: An ABC transporter mutation is correlated with insect resistance to Bacillus thuringiensis Cry1Ac toxin.

Journal: PLoS genetics 20101201

Title: Immobilization of the aminopeptidase from Aeromonas proteolytica on Mg2+/Al3+ layered double hydroxide particles.

Journal: ACS applied materials & interfaces 20101001

Title: Covalent immobilisation of protease and laccase substrates onto siloxanes.

Journal: Chemosphere 20100801

Title: Targeting aminopeptidase N (APN/CD13) with cyclic-imide peptidomimetics derivative CIP-13F inhibits the growth of human ovarian carcinoma cells.

Journal: Cancer letters 20100628

Title: Partial purification and characterization of Helicoverpa armigera (Lepidoptera: Noctuidae) active aminopeptidase secreted in midgut.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20100201

Title: Alteration of circulating Placental Leucine Aminopeptidase (P-LAP) activity in preeclampsia.

Journal: Neuro endocrinology letters 20100101

Title: [B-, H- and L-cathepsin-like activity in blood plasma of patients with diseases of the thyroid, parathyroid and adrenal glands].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20100101

Title: Characterization of activity of a potential food-grade leucine aminopeptidase from kiwifruit.

Journal: Enzyme research 20100101

Title: Purification and characterization of L-phenylalanine aminopeptidase from chick-pea cotyledons (Cicer arietinum L.).

Journal: Protein and peptide letters 20090101

Title: Purification and properties of major midgut leucyl aminopeptidase of Morimus funereus (Coleoptera, Cerambycidae) larvae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20080301

Title: Blocking binding of Bacillus thuringiensis Cry1Aa to Bombyx mori cadherin receptor results in only a minor reduction of toxicity.

Journal: BMC biochemistry 20080101

Title: [Procedure for obtaining and catalytic properties of trypsin immobilized in cryogels of polyvinyl alcohol].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20080101

Title: Intestinal first-pass metabolism via carboxylesterase in rat jejunum and ileum.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070701

Title: Inhibition of APN/CD13 leads to suppressed progressive potential in ovarian carcinoma cells.

Journal: BMC cancer 20070101

Title: Identification of a new chromophoric substrate in the library of amino acid p-nitroanilides for continuous assay of VanX, a D,D-dipeptidase essential for vancomycin resistance.

Journal: Analytical biochemistry 20060701

Title: Kinetic, spectroscopic, and X-ray crystallographic characterization of the functional E151H aminopeptidase from Aeromonas proteolytica.

Journal: Biochemistry 20050913

Title: Metal ion modulation of cystinyl aminopeptidase.

Journal: The Biochemical journal 20050815

Title: Detection and quantification of leucyl aminopeptidase after native electrophoresis using leucine-p-nitroanilide.

Journal: Electrophoresis 20050601

Title: The leucyl aminopeptidase from Helicobacter pylori is an allosteric enzyme.

Journal: Microbiology (Reading, England) 20050601

Title: Endogenous cystinyl aminopeptidase in Chinese hamster ovary cells: characterization by [125I]Ang IV binding and catalytic activity.

Journal: Biochemical pharmacology 20040901

Title: A thermostable leucine aminopeptidase from Bacillus kaustophilus CCRC 11223.

Journal: Extremophiles : life under extreme conditions 20040201

Title: Purification and properties of an aminopeptidase from the mid-gut gland of scallop (Patinopecten yessoensis).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20031201

Title: Overexpression, purification, and characterization of the recombinant leucine aminopeptidase II of Bacillus stearothermophilus.

Journal: Current microbiology 20030701

Title: Relationship of chloroquine-induced redistribution of a neutral aminopeptidase to hemoglobin accumulation in malaria parasites.

Journal: Archives of biochemistry and biophysics 20030215

Title: Partial purification and characterization of midgut leucyl aminopeptidase of Morimus funereus (Coleoptera: Cerambycidae) larvae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20030201

Title: Purification, characterization, and genetic analysis of a leucine aminopeptidase from Aspergillus sojae.

Journal: Biochimica et biophysica acta 20020607

Title: Evaluation of the inhibition effect of thiolated poly(acrylates) on vaginal membrane bound aminopeptidase N and release of the model drug LH-RH.

Journal: The Journal of pharmacy and pharmacology 20020501

Title: Saccharomyces boulardii enhances N-terminal peptide hydrolysis in suckling rat small intestine by endoluminal release of a zinc-binding metalloprotease.

Journal: Pediatric research 20020401

Title: The aminopeptidase from Aeromonas proteolytica can function as an esterase.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20020101

Title: A secreted aminopeptidase of Pseudomonas aeruginosa. Identification, primary structure, and relationship to other aminopeptidases.

Journal: The Journal of biological chemistry 20011123

Title: Thiolation of polycarbophil enhances its inhibition of intestinal brush border membrane bound aminopeptidase N.

Journal: Journal of pharmaceutical sciences 20011101

Title: Aminopeptidase-N from the Helicoverpa armigera (Hubner) brush border membrane vesicles as a receptor of Bacillus thuringiensis crylac delta-endotoxin.

Journal: Current microbiology 20011001

Title: Purification and characterization of aminopeptidase B from Escherichia coli K-12.

Journal: Bioscience, biotechnology, and biochemistry 20010701

Title: Binding specificity of Bacillus thuringiensis Cry1Aa for purified, native Bombyx mori aminopeptidase N and cadherin-like receptors.

Journal: BMC biochemistry 20010101

Title: Carboxyl-modified amino acids and peptides as protease inhibitors.

Journal: Journal of medicinal chemistry 19860101

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SDS
Tags:4178-93-2 Molecular Formula|4178-93-2 MDL|4178-93-2 SMILES|4178-93-2 H-Leu-pna
Catalog No.: AA00BY76
4178-93-2,MFCD00063681
4178-93-2 | H-Leu-pna
Pack Size: 250mg
Purity: 98%
in stock
$22.00 $15.00
Pack Size: 1g
Purity: 97%
in stock
$55.00 $38.00
Pack Size: 5g
Purity: ≥ 99% (HPLC)
in stock
$211.00 $148.00
Pack Size: 25g
Purity: ≥ 99% (HPLC)
in stock
$819.00 $573.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00BY76
Chemical Name: H-Leu-pna
CAS Number: 4178-93-2
Molecular Formula: C12H17N3O3
Molecular Weight: 251.2817
MDL Number: MFCD00063681
SMILES: N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CC(C)C C12H17N3O3
Properties
Complexity: 293  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.7  
Downstream Synthesis Route
2018-66-8    4178-93-2    123529-88-4 

[1]CollectionofCzechoslovakChemicalCommunications,1988,vol.53,p.3197-3205

13139-15-6    4178-93-2    85697-78-5 

[1]Chemicalandpharmaceuticalbulletin,1982,vol.30,p.4060-4068

4178-93-2    126789-58-0    126789-59-1 

[1]JournalofOrganicChemistry,1990,vol.55,p.3507-3511

4178-93-2    100-01-6 

[1]CollectionofCzechoslovakChemicalCommunications,1980,vol.45,p.1099-1108

[2]JournalofOrganicChemistry,2002,vol.67,p.4951-4956

[3]BiochimicaetBiophysicaActa-GeneralSubjects,2010,vol.1800,p.459-465

[4]JournalofAgriculturalandFoodChemistry,2010,vol.58,p.8027-8034

[5]FoodChemistry,2012,vol.131,p.1295-1303

[6]ProcessBiochemistry,2012,vol.47,p.914-921

[7]JournalofMolecularCatalysisB:Enzymatic,2015,vol.113,p.39-46

4178-93-2    61-90-5    100-01-6 

[1]BulletinoftheChemicalSocietyofJapan,1985,vol.58,p.1349-1350

[2]AngewandteChemie-InternationalEdition,1999,vol.38,p.2914-2916    AngewandteChemie,1999,vol.111,p.3097-3100

[3]Bioscience,BiotechnologyandBiochemistry,2000,vol.64,p.1055-1057

[4]Bioscience,BiotechnologyandBiochemistry,2001,vol.65,p.2802-2805

[5]EuropeanJournalofInorganicChemistry,2003,p.1974-1983

[6]Bioscience,BiotechnologyandBiochemistry,2004,vol.68,p.945-947

Literature fold

Title: Prey digestion in the midgut of the predatory bug Podisus nigrispinus (Hemiptera: Pentatomidae).

Journal: Journal of insect physiology20120601

Title: The leucine aminopeptidase of Staphylococcus aureus is secreted and contributes to biofilm formation.

Journal: International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases20120501

Title: Mechanism of peptide hydrolysis by co-catalytic metal centers containing leucine aminopeptidase enzyme: a DFT approach.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry20120201

Title: Changes and induction of aminopeptidase activities in response to pathogen infection during germination of pigeonpea (Cajanas cajan) seeds.

Journal: Journal of plant physiology20111015

Title: LYP, a bestatin dimethylaminoethyl ester, inhibited cancer angiogenesis both in vitro and in vivo.

Journal: Microvascular research20110901

Title: LYP, a novel bestatin derivative, inhibits cell growth and suppresses APN/CD13 activity in human ovarian carcinoma cells more potently than bestatin.

Journal: Investigational new drugs20110801

Title: Small-molecule probe using dual signals to monitor leucine aminopeptidase activity.

Journal: Bioorganic & medicinal chemistry letters20110415

Title: Technological characterization of lactococci isolated from traditional Chinese fermented milks.

Journal: Journal of dairy science20110401

Title: Comparative analyses of exoproteinases produced by three phytopathogenic microorganisms.

Journal: Journal of pathogens20110101

Title: An ABC transporter mutation is correlated with insect resistance to Bacillus thuringiensis Cry1Ac toxin.

Journal: PLoS genetics20101201

Title: Immobilization of the aminopeptidase from Aeromonas proteolytica on Mg2+/Al3+ layered double hydroxide particles.

Journal: ACS applied materials & interfaces20101001

Title: Covalent immobilisation of protease and laccase substrates onto siloxanes.

Journal: Chemosphere20100801

Title: Targeting aminopeptidase N (APN/CD13) with cyclic-imide peptidomimetics derivative CIP-13F inhibits the growth of human ovarian carcinoma cells.

Journal: Cancer letters20100628

Title: Partial purification and characterization of Helicoverpa armigera (Lepidoptera: Noctuidae) active aminopeptidase secreted in midgut.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20100201

Title: Alteration of circulating Placental Leucine Aminopeptidase (P-LAP) activity in preeclampsia.

Journal: Neuro endocrinology letters20100101

Title: [B-, H- and L-cathepsin-like activity in blood plasma of patients with diseases of the thyroid, parathyroid and adrenal glands].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 )20100101

Title: Characterization of activity of a potential food-grade leucine aminopeptidase from kiwifruit.

Journal: Enzyme research20100101

Title: Purification and characterization of L-phenylalanine aminopeptidase from chick-pea cotyledons (Cicer arietinum L.).

Journal: Protein and peptide letters20090101

Title: Purification and properties of major midgut leucyl aminopeptidase of Morimus funereus (Coleoptera, Cerambycidae) larvae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20080301

Title: Blocking binding of Bacillus thuringiensis Cry1Aa to Bombyx mori cadherin receptor results in only a minor reduction of toxicity.

Journal: BMC biochemistry20080101

Title: [Procedure for obtaining and catalytic properties of trypsin immobilized in cryogels of polyvinyl alcohol].

Journal: Prikladnaia biokhimiia i mikrobiologiia20080101

Title: Intestinal first-pass metabolism via carboxylesterase in rat jejunum and ileum.

Journal: Drug metabolism and disposition: the biological fate of chemicals20070701

Title: Inhibition of APN/CD13 leads to suppressed progressive potential in ovarian carcinoma cells.

Journal: BMC cancer20070101

Title: Identification of a new chromophoric substrate in the library of amino acid p-nitroanilides for continuous assay of VanX, a D,D-dipeptidase essential for vancomycin resistance.

Journal: Analytical biochemistry20060701

Title: Kinetic, spectroscopic, and X-ray crystallographic characterization of the functional E151H aminopeptidase from Aeromonas proteolytica.

Journal: Biochemistry20050913

Title: Metal ion modulation of cystinyl aminopeptidase.

Journal: The Biochemical journal20050815

Title: Detection and quantification of leucyl aminopeptidase after native electrophoresis using leucine-p-nitroanilide.

Journal: Electrophoresis20050601

Title: The leucyl aminopeptidase from Helicobacter pylori is an allosteric enzyme.

Journal: Microbiology (Reading, England)20050601

Title: Endogenous cystinyl aminopeptidase in Chinese hamster ovary cells: characterization by [125I]Ang IV binding and catalytic activity.

Journal: Biochemical pharmacology20040901

Title: A thermostable leucine aminopeptidase from Bacillus kaustophilus CCRC 11223.

Journal: Extremophiles : life under extreme conditions20040201

Title: Purification and properties of an aminopeptidase from the mid-gut gland of scallop (Patinopecten yessoensis).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20031201

Title: Overexpression, purification, and characterization of the recombinant leucine aminopeptidase II of Bacillus stearothermophilus.

Journal: Current microbiology20030701

Title: Relationship of chloroquine-induced redistribution of a neutral aminopeptidase to hemoglobin accumulation in malaria parasites.

Journal: Archives of biochemistry and biophysics20030215

Title: Partial purification and characterization of midgut leucyl aminopeptidase of Morimus funereus (Coleoptera: Cerambycidae) larvae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20030201

Title: Purification, characterization, and genetic analysis of a leucine aminopeptidase from Aspergillus sojae.

Journal: Biochimica et biophysica acta20020607

Title: Evaluation of the inhibition effect of thiolated poly(acrylates) on vaginal membrane bound aminopeptidase N and release of the model drug LH-RH.

Journal: The Journal of pharmacy and pharmacology20020501

Title: Saccharomyces boulardii enhances N-terminal peptide hydrolysis in suckling rat small intestine by endoluminal release of a zinc-binding metalloprotease.

Journal: Pediatric research20020401

Title: The aminopeptidase from Aeromonas proteolytica can function as an esterase.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry20020101

Title: A secreted aminopeptidase of Pseudomonas aeruginosa. Identification, primary structure, and relationship to other aminopeptidases.

Journal: The Journal of biological chemistry20011123

Title: Thiolation of polycarbophil enhances its inhibition of intestinal brush border membrane bound aminopeptidase N.

Journal: Journal of pharmaceutical sciences20011101

Title: Aminopeptidase-N from the Helicoverpa armigera (Hubner) brush border membrane vesicles as a receptor of Bacillus thuringiensis crylac delta-endotoxin.

Journal: Current microbiology20011001

Title: Purification and characterization of aminopeptidase B from Escherichia coli K-12.

Journal: Bioscience, biotechnology, and biochemistry20010701

Title: Binding specificity of Bacillus thuringiensis Cry1Aa for purified, native Bombyx mori aminopeptidase N and cadherin-like receptors.

Journal: BMC biochemistry20010101

Title: Carboxyl-modified amino acids and peptides as protease inhibitors.

Journal: Journal of medicinal chemistry19860101

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