28954-12-3,MFCD00064268
Catalog No.:AA00I5B7

28954-12-3 | L-Allo-threonine

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Purity
Availability
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250mg
97%
in stock  
$6.00   $4.00
- +
1g
97%
in stock  
$7.00   $5.00
- +
5g
98%
in stock  
$19.00   $13.00
- +
10g
98%
in stock  
$35.00   $24.00
- +
25g
98%
in stock  
$59.00   $41.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00I5B7
Chemical Name:
L-Allo-threonine
CAS Number:
28954-12-3
Molecular Formula:
C4H9NO3
Molecular Weight:
119.1192
MDL Number:
MFCD00064268
SMILES:
C[C@@H]([C@@H](C(=O)O)N)O C4H9NO3
Properties
Computed Properties
 
Complexity:
93.3  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-2.9  

Downstream Synthesis Route

[1]JournalofOrganicChemistry,2002,vol.67,p.1536-1547

[2]HelveticaChimicaActa,1957,vol.40,p.1531,1544

[3]JournalofOrganicChemistry,1997,vol.62,p.7364-7375

[4]JournalofOrganicChemistry,2003,vol.68,p.10046-10057

[5]JournaloftheAmericanChemicalSociety,2007,vol.129,p.6017-6021

[6]BioorganicandMedicinalChemistry,2011,vol.19,p.852-860

[7]JournalofNaturalProducts,2013,vol.76,p.1388-1391

[8]JournalofOrganicChemistry,2019,vol.84,p.10257-10279

[9]Tetrahedron,2019,vol.75

[1]JournalfurpraktischeChemie(Leipzig1954),1969,vol.311,p.490-496

[1]OrganicandBiomolecularChemistry,2018,vol.16,p.6935-6960

[2]JournaloftheAmericanChemicalSociety,2000,vol.122,p.10214-10215

[3]JournaloftheAmericanChemicalSociety,2003,vol.125,p.1877-1887

[4]Patent:WO2019/52545,2019,A1.Locationinpatent:Paragraph00300

[5]JournalofOrganicChemistry,1982,vol.47,p.5160-5167

[6]BioorganicandMedicinalChemistryLetters,2004,vol.14,p.4329-4332

[7]JournaloftheAmericanChemicalSociety,2002,vol.124,p.2534-2543

[8]JournalofMedicinalChemistry,2012,vol.55,p.4824-4836

[9]BioorganicandMedicinalChemistry,2012,vol.20,p.6134-6143

[10]Patent:WO2013/114250,2013,A1.Locationinpatent:Page/Pagecolumn158;159

[11]AngewandteChemie-InternationalEdition,2015,vol.54,p.1284-1288    Angew.Chem.,2015,vol.127,p.1300-1304,5

[12]JournalofMedicinalChemistry,2015,vol.58,p.4204-4219

[13]EuropeanJournalofOrganicChemistry,2018,vol.2018,p.1465-1476

[1]JournalofOrganicChemistry,1982,vol.47,p.3850-3854

[2]JournalofOrganicChemistry,1982,vol.47,p.3850-3854

[1]JournaloftheAmericanChemicalSociety,1985,vol.107,p.4252-4259

[2]JournaloftheAmericanChemicalSociety,1985,vol.107,p.4252-4259

Literature

Title: Structure-based classification and ontology in chemistry.

Journal: Journal of cheminformatics 20120101

Title: Identification of functional differences in metabolic networks using comparative genomics and constraint-based models.

Journal: PloS one 20120101

Title: Discovery and characterization of D-phenylserine deaminase from Arthrobacter sp. TKS1.

Journal: Applied microbiology and biotechnology 20110401

Title: Threonine aldolases-screening, properties and applications in the synthesis of non-proteinogenic beta-hydroxy-alpha-amino acids.

Journal: Applied microbiology and biotechnology 20100901

Title: Preparation of optically active allothreonine by separating from a diastereoisomeric mixture with threonine.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Diastereoselective addition of sugar radicals to camphorsultam glyoxilic oxime ether: a route toward C-glycosylthreonine and allothreonine.

Journal: Organic & biomolecular chemistry 20091007

Title: Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli.

Journal: Nature chemical biology 20090801

Title: Structural and functional studies of Bacillus stearothermophilus serine hydroxymethyltransferase: the role of Asn(341), Tyr(60) and Phe(351) in tetrahydrofolate binding.

Journal: The Biochemical journal 20090315

Title: Design, synthesis, and evaluation of oxygen-containing macrocyclic peptidomimetics as inhibitors of HCV NS3 protease.

Journal: Journal of medicinal chemistry 20090212

Title: Understanding the regulation of aspartate metabolism using a model based on measured kinetic parameters.

Journal: Molecular systems biology 20090101

Title: Structural and conformational analysis of hydroxycyclochlorotine and cyclochlorotine, chlorinated cyclic peptides from Penicillium islandicum.

Journal: Journal of natural products 20080701

Title: Towards preparative asymmetric synthesis of beta-hydroxy-alpha-amino acids: L-allo-threonine formation from glycine and acetaldehyde using recombinant GlyA.

Journal: Journal of biotechnology 20070715

Title: Synthesis of bisaminoacylated pdCpAs and tandemly activated transfer RNAs.

Journal: Bioorganic & medicinal chemistry 20070701

Title: Two interconverting Fe(IV) intermediates in aliphatic chlorination by the halogenase CytC3.

Journal: Nature chemical biology 20070201

Title: Comparative genomics of bacterial and plant folate synthesis and salvage: predictions and validations.

Journal: BMC genomics 20070101

Title: Gas-phase enantioselectivity of chiral amido[4]resorcinarene receptors.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20061025

Title: Triple helical structure and stabilization of collagen-like molecules with 4(R)-hydroxyproline in the Xaa position.

Journal: Biophysical journal 20060115

Title: Recombinant production of serine hydroxymethyl transferase from Streptococcus thermophilus and its preliminary evaluation as a biocatalyst.

Journal: Applied microbiology and biotechnology 20050901

Title: Mice have a transcribed L-threonine aldolase/GLY1 gene, but the human GLY1 gene is a non-processed pseudogene.

Journal: BMC genomics 20050101

Title: Characterization of the metabolic shift between oxidative and fermentative growth in Saccharomyces cerevisiae by comparative 13C flux analysis.

Journal: Microbial cell factories 20050101

Title: Structure, conformation and biological activity of a novel lipodepsipeptide from Pseudomonas corrugata: cormycin A.

Journal: The Biochemical journal 20041115

Title: Determination of d- and l-enantiomers of threonine and allo-threonine in mammals using two-step high-performance liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041025

Title: Serine hydroxymethyltransferase: role of glu75 and evidence that serine is cleaved by a retroaldol mechanism.

Journal: Biochemistry 20040608

Title: Decomposition of protonated threonine, its stereoisomers, and its homologues in the gas phase: evidence for internal backside displacement.

Journal: Organic letters 20040513

Title: Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A 20040507

Title: Hydroxylation-induced stabilization of the collagen triple helix. Further characterization of peptides with 4(R)-hydroxyproline in the Xaa position.

Journal: The Journal of biological chemistry 20030822

Title: Characterization of short-chain dehydrogenase/reductase homologues of Escherichia coli (YdfG) and Saccharomyces cerevisiae (YMR226C).

Journal: Biochimica et biophysica acta 20030131

Title: Stereoselectivity in reactions of amino acids catalyzed by pyridoxal derivatives carrying rigidly-attached chirally-mounted basic groups--transamination, racemization, decarboxylation, retro-aldol reaction, and aldol condensation.

Journal: Bioorganic & medicinal chemistry 20021201

Title: X-ray structures of threonine aldolase complexes: structural basis of substrate recognition.

Journal: Biochemistry 20021001

Title: Yeast cystathionine beta-synthase reacts with L-allothreonine, a non-natural substrate, and L-homocysteine to form a new amino acid, 3-methyl-L-cystathionine.

Journal: Biochemistry 20020212

Title: Preparation of optically active allothreonine via optical resolution by replacing crystallization.

Journal: Chemical & pharmaceutical bulletin 20020201

Title: Stereocontrolled synthesis of the northern part of potent proteasome inhibitor TMC-95A.

Journal: Organic letters 20010906

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SDS
Tags:28954-12-3 Molecular Formula|28954-12-3 MDL|28954-12-3 SMILES|28954-12-3 L-Allo-threonine
Catalog No.: AA00I5B7
28954-12-3,MFCD00064268
28954-12-3 | L-Allo-threonine
Pack Size: 250mg
Purity: 97%
in stock
$6.00 $4.00
Pack Size: 1g
Purity: 97%
in stock
$7.00 $5.00
Pack Size: 5g
Purity: 98%
in stock
$19.00 $13.00
Pack Size: 10g
Purity: 98%
in stock
$35.00 $24.00
Pack Size: 25g
Purity: 98%
in stock
$59.00 $41.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00I5B7
Chemical Name: L-Allo-threonine
CAS Number: 28954-12-3
Molecular Formula: C4H9NO3
Molecular Weight: 119.1192
MDL Number: MFCD00064268
SMILES: C[C@@H]([C@@H](C(=O)O)N)O C4H9NO3
Properties
Complexity: 93.3  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 2  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 8  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -2.9  
Downstream Synthesis Route
67-56-1    28954-12-3    39994-75-7 

[1]JournalofOrganicChemistry,2002,vol.67,p.1536-1547

[2]HelveticaChimicaActa,1957,vol.40,p.1531,1544

[3]JournalofOrganicChemistry,1997,vol.62,p.7364-7375

[4]JournalofOrganicChemistry,2003,vol.68,p.10046-10057

[5]JournaloftheAmericanChemicalSociety,2007,vol.129,p.6017-6021

[6]BioorganicandMedicinalChemistry,2011,vol.19,p.852-860

[7]JournalofNaturalProducts,2013,vol.76,p.1388-1391

[8]JournalofOrganicChemistry,2019,vol.84,p.10257-10279

[9]Tetrahedron,2019,vol.75

1070-19-5    28954-12-3    2592-18-9 

[1]JournalfurpraktischeChemie(Leipzig1954),1969,vol.311,p.490-496

28954-12-3    24424-99-5    2592-18-9 

[1]OrganicandBiomolecularChemistry,2018,vol.16,p.6935-6960

[2]JournaloftheAmericanChemicalSociety,2000,vol.122,p.10214-10215

[3]JournaloftheAmericanChemicalSociety,2003,vol.125,p.1877-1887

[4]Patent:WO2019/52545,2019,A1.Locationinpatent:Paragraph00300

[5]JournalofOrganicChemistry,1982,vol.47,p.5160-5167

[6]BioorganicandMedicinalChemistryLetters,2004,vol.14,p.4329-4332

[7]JournaloftheAmericanChemicalSociety,2002,vol.124,p.2534-2543

[8]JournalofMedicinalChemistry,2012,vol.55,p.4824-4836

[9]BioorganicandMedicinalChemistry,2012,vol.20,p.6134-6143

[10]Patent:WO2013/114250,2013,A1.Locationinpatent:Page/Pagecolumn158;159

[11]AngewandteChemie-InternationalEdition,2015,vol.54,p.1284-1288    Angew.Chem.,2015,vol.127,p.1300-1304,5

[12]JournalofMedicinalChemistry,2015,vol.58,p.4204-4219

[13]EuropeanJournalofOrganicChemistry,2018,vol.2018,p.1465-1476

28954-12-3    40348-66-1    24621-61-2 

[1]JournalofOrganicChemistry,1982,vol.47,p.3850-3854

[2]JournalofOrganicChemistry,1982,vol.47,p.3850-3854

96293-17-3    75-07-0    56-40-6    28954-12-3    72-19-5 

[1]JournaloftheAmericanChemicalSociety,1985,vol.107,p.4252-4259

[2]JournaloftheAmericanChemicalSociety,1985,vol.107,p.4252-4259

Literature fold

Title: Structure-based classification and ontology in chemistry.

Journal: Journal of cheminformatics20120101

Title: Identification of functional differences in metabolic networks using comparative genomics and constraint-based models.

Journal: PloS one20120101

Title: Discovery and characterization of D-phenylserine deaminase from Arthrobacter sp. TKS1.

Journal: Applied microbiology and biotechnology20110401

Title: Threonine aldolases-screening, properties and applications in the synthesis of non-proteinogenic beta-hydroxy-alpha-amino acids.

Journal: Applied microbiology and biotechnology20100901

Title: Preparation of optically active allothreonine by separating from a diastereoisomeric mixture with threonine.

Journal: Bioscience, biotechnology, and biochemistry20100101

Title: Diastereoselective addition of sugar radicals to camphorsultam glyoxilic oxime ether: a route toward C-glycosylthreonine and allothreonine.

Journal: Organic & biomolecular chemistry20091007

Title: Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli.

Journal: Nature chemical biology20090801

Title: Structural and functional studies of Bacillus stearothermophilus serine hydroxymethyltransferase: the role of Asn(341), Tyr(60) and Phe(351) in tetrahydrofolate binding.

Journal: The Biochemical journal20090315

Title: Design, synthesis, and evaluation of oxygen-containing macrocyclic peptidomimetics as inhibitors of HCV NS3 protease.

Journal: Journal of medicinal chemistry20090212

Title: Understanding the regulation of aspartate metabolism using a model based on measured kinetic parameters.

Journal: Molecular systems biology20090101

Title: Structural and conformational analysis of hydroxycyclochlorotine and cyclochlorotine, chlorinated cyclic peptides from Penicillium islandicum.

Journal: Journal of natural products20080701

Title: Towards preparative asymmetric synthesis of beta-hydroxy-alpha-amino acids: L-allo-threonine formation from glycine and acetaldehyde using recombinant GlyA.

Journal: Journal of biotechnology20070715

Title: Synthesis of bisaminoacylated pdCpAs and tandemly activated transfer RNAs.

Journal: Bioorganic & medicinal chemistry20070701

Title: Two interconverting Fe(IV) intermediates in aliphatic chlorination by the halogenase CytC3.

Journal: Nature chemical biology20070201

Title: Comparative genomics of bacterial and plant folate synthesis and salvage: predictions and validations.

Journal: BMC genomics20070101

Title: Gas-phase enantioselectivity of chiral amido[4]resorcinarene receptors.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20061025

Title: Triple helical structure and stabilization of collagen-like molecules with 4(R)-hydroxyproline in the Xaa position.

Journal: Biophysical journal20060115

Title: Recombinant production of serine hydroxymethyl transferase from Streptococcus thermophilus and its preliminary evaluation as a biocatalyst.

Journal: Applied microbiology and biotechnology20050901

Title: Mice have a transcribed L-threonine aldolase/GLY1 gene, but the human GLY1 gene is a non-processed pseudogene.

Journal: BMC genomics20050101

Title: Characterization of the metabolic shift between oxidative and fermentative growth in Saccharomyces cerevisiae by comparative 13C flux analysis.

Journal: Microbial cell factories20050101

Title: Structure, conformation and biological activity of a novel lipodepsipeptide from Pseudomonas corrugata: cormycin A.

Journal: The Biochemical journal20041115

Title: Determination of d- and l-enantiomers of threonine and allo-threonine in mammals using two-step high-performance liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20041025

Title: Serine hydroxymethyltransferase: role of glu75 and evidence that serine is cleaved by a retroaldol mechanism.

Journal: Biochemistry20040608

Title: Decomposition of protonated threonine, its stereoisomers, and its homologues in the gas phase: evidence for internal backside displacement.

Journal: Organic letters20040513

Title: Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A20040507

Title: Hydroxylation-induced stabilization of the collagen triple helix. Further characterization of peptides with 4(R)-hydroxyproline in the Xaa position.

Journal: The Journal of biological chemistry20030822

Title: Characterization of short-chain dehydrogenase/reductase homologues of Escherichia coli (YdfG) and Saccharomyces cerevisiae (YMR226C).

Journal: Biochimica et biophysica acta20030131

Title: Stereoselectivity in reactions of amino acids catalyzed by pyridoxal derivatives carrying rigidly-attached chirally-mounted basic groups--transamination, racemization, decarboxylation, retro-aldol reaction, and aldol condensation.

Journal: Bioorganic & medicinal chemistry20021201

Title: X-ray structures of threonine aldolase complexes: structural basis of substrate recognition.

Journal: Biochemistry20021001

Title: Yeast cystathionine beta-synthase reacts with L-allothreonine, a non-natural substrate, and L-homocysteine to form a new amino acid, 3-methyl-L-cystathionine.

Journal: Biochemistry20020212

Title: Preparation of optically active allothreonine via optical resolution by replacing crystallization.

Journal: Chemical & pharmaceutical bulletin20020201

Title: Stereocontrolled synthesis of the northern part of potent proteasome inhibitor TMC-95A.

Journal: Organic letters20010906

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