Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C3H8N2O2 |
| Molecular Weight | 104.1078 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NCC(N)C(O)=O
InChI
InChIKey=PECYZEOJVXMISF-UHFFFAOYSA-N
InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)
| Molecular Formula | C3H8N2O2 |
| Molecular Weight | 104.1078 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The nonribosomal peptide synthetase enzyme DdaD tethers N(β)-fumaramoyl-l-2,3-diaminopropionate for Fe(II)/α-ketoglutarate-dependent epoxidation by DdaC during dapdiamide antibiotic biosynthesis. | 2010-11-10 |
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| Syntheses of bifunctional 2,3-diamino propionic acid-based chelators as small and strong tripod ligands for the labelling of biomolecules with (99m)Tc. | 2010-06-21 |
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| Incorporation of 2,3-diaminopropionic acid into linear cationic amphipathic peptides produces pH-sensitive vectors. | 2010-06-14 |
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| Soluble monometallic salen complexes derived from O-functionalised diamines as metalloligands for the synthesis of heterobimetallic complexes. | 2010-05-07 |
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| Structure and binding of peptide-dendrimer ligands to vitamin B12. | 2010-02-15 |
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| Evaluation of [99mTc-(CO)3-X-Y-Bombesin(7-14)NH2] conjugates for targeting gastrin-releasing peptide receptors overexpressed on breast carcinoma. | 2010-01 |
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| Molecular characterization of staphyloferrin B biosynthesis in Staphylococcus aureus. | 2009-11 |
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| Highly enantioselective synthesis of (S)-alpha-alkyl-alpha,beta-diaminopropionic acids via asymmetric phase-transfer catalytic alkylation of 2-phenyl-2-imidazoline-4-carboxylic acid tert-butyl esters. | 2009-08-20 |
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| Beta-N-methylaminoalanine (BMAA): metabolism and metabolic effects in model systems and in neural and other tissues of the rat in vitro. | 2009-08 |
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| Proteolysis of peptide dendrimers. | 2009-06-15 |
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| Identification of catalytic Peptide dendrimers by "off-bead" in silica high-throughput screening of combinatorial libraries. | 2009-05-05 |
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| N-Terminal 2,3-diaminopropionic acid (Dap) peptides as efficient methylglyoxal scavengers to inhibit advanced glycation endproduct (AGE) formation. | 2009-03-15 |
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| Investigations into viomycin biosynthesis by using heterologous production in Streptomyces lividans. | 2009-01-26 |
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| Molecular cloning, sequencing, and expression of a L -glutamine D-fructose 6-phosphate amidotransferase gene from Volvariella volvacea. | 2009-01 |
|
| L-2,3-diaminopropionate: one of the building blocks for the biosynthesis of Zwittermicin A in Bacillus thuringiensis subsp. kurstaki strain YBT-1520. | 2008-09-03 |
|
| Terpene conjugates of diaminedichloridoplatinum(II) complexes: antiproliferative effects in HL-60 leukemia, 518A2 melanoma, and HT-29 colon cancer cells. | 2008-08 |
|
| Identification of a novel beta-replacement reaction in the biosynthesis of 2,3-diaminobutyric acid in peptidylnucleoside mureidomycin A. | 2008-06-07 |
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| A convenient route to enantiopure 3-aryl-2,3-diaminopropanoic acids by diastereoselective Mannich reaction of camphor-based tricyclic iminolactone with imines. | 2008-05-02 |
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| Synthesis and conformational studies of peptidomimetics containing a new bifunctional diketopiperazine scaffold acting as a beta-hairpin inducer. | 2008-01-18 |
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| Small molecule inhibitors of integrin alpha2beta1. | 2007-11-01 |
|
| Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives. | 2007-09-07 |
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| Variable stability heterodimeric coiled-coils from manipulation of electrostatic interface residue chain length. | 2007-08-22 |
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| Chiroptical properties of diamino carboxylic acids. | 2007-07 |
|
| Identification of three Zwittermicin A biosynthesis-related genes from Bacillus thuringiensis subsp. kurstaki strain YBT-1520. | 2007-04 |
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| Structure activity relationship studies on the antimicrobial activity of novel edeine A and D analogues. | 2006-10 |
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| Aziridinium from N,N-dibenzyl serine methyl ester: synthesis of enantiomerically pure beta-amino and alpha,beta-diamino esters. | 2006-05-11 |
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| Electron capture dissociation mass spectrometry of peptide cations containing a lysine homologue: a mobile proton model for explaining the observation of b-type product ions. | 2006 |
|
| Synthesis, anti-inflammatory and analgesic activities evaluation of some mono, bi and tricyclic pyrimidine derivatives. | 2005-11-15 |
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| Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4. | 2005-09-05 |
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| Antibiotics GE23077, novel inhibitors of bacterial RNA polymerase. Part 3: Chemical derivatization. | 2005-08-15 |
|
| [Nalpha-benzylTyr1,cyclo(D-Asp5,Dap8)]- dynorphin A-(1-11)NH2 cyclized in the "address" domain is a novel kappa-opioid receptor antagonist. | 2005-07-14 |
|
| Inhibition of mitosis by glycopeptide dendrimer conjugates of colchicine. | 2005-06-20 |
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| Soluble MHC-peptide complexes induce rapid death of CD8+ CTL. | 2005-06-01 |
|
| Hydrolytically stable, diaminocarboxylic acid-based membranes buffering in the pH range from 6 to 8.5 for isoelectric trapping separations. | 2005-06 |
|
| Antibiotics GE23077, novel inhibitors of bacterial RNA polymerase. II. Structure elucidation. | 2005-04 |
|
| A rat model of neurolathyrism: repeated injection of L: -beta-ODAP induces the paraparesis of the hind legs. | 2005-03 |
|
| Biochemical properties of new synthetic carnosine analogues containing the residue of 2,3-diaminopropionic acid: the effect of N-acetylation. | 2005-02 |
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| Local expression of matrix metalloproteinases, cathepsins, and their inhibitors during the development of murine antigen-induced arthritis. | 2005 |
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| A conventional route for the synthesis of new oxazolidin-2-one derivatives with beta-aminoalanines. | 2004-10 |
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| Effect of variations in the structure of a polyleucine-based alpha-helical transmembrane peptide on its interaction with phosphatidylglycerol bilayers. | 2004-03-30 |
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| Engineering charge selectivity in model ion channels. | 2004-03-15 |
|
| Synthesis of 9-membered dilactams derived from 1,3-diaminopropionic and glutamic acids. | 2004-03 |
|
| An efficient synthesis of a probe for protein function: 2,3-diaminopropionic acid with orthogonal protecting groups. | 2004-01-22 |
|
| Synthesis and opioid activity of side-chain-to-side-chain cyclic dynorphin A-(1-11) amide analogues cyclized between positions 2 and 5. 1. Substitutions in position 3. | 2004-01-15 |
|
| Platinum complexes of diaminocarboxylic acids and their ethyl ester derivatives: the effect of the chelate ring size on antitumor activity and interactions with GMP and DNA. | 2003-09-01 |
|
| Crystallization and preliminary X-ray diffraction studies on recombinant diaminopropionate ammonia lyase from Escherichia coli. | 2003-09 |
|
| Identification and cloning of genes encoding viomycin biosynthesis from Streptomyces vinaceus and evidence for involvement of a rare oxygenase. | 2003-07-17 |
|
| Radiochemical investigations of gastrin-releasing peptide receptor-specific [(99m)Tc(X)(CO)3-Dpr-Ser-Ser-Ser-Gln-Trp-Ala-Val-Gly-His-Leu-Met-(NH2)] in PC-3, tumor-bearing, rodent models: syntheses, radiolabeling, and in vitro/in vivo studies where Dpr = 2,3-diaminopropionic acid and X = H2O or P(CH2OH)3. | 2003-07-15 |
|
| Synthesis of metal-chelating lipids to sensitize lanthanide ions. | 2003-05-16 |
|
| Design, synthesis and in vitro cytotoxicity of a cis-dichloroplatinum (II) complex linked to the minor groove binder stallimycin. | 2003 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:29:01 GMT 2025
by
admin
on
Mon Mar 31 21:29:01 GMT 2025
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| Record UNII |
8908T5BN6R
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| Record Status |
Validated (UNII)
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| Record Version |
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515-94-6
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m4256
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2,3-Diaminopropionic acid
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DTXSID90863308
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8908T5BN6R
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