Home Aminos L-2,3-Diaminopropionic acid

L-2,3-Diaminopropionic acid

CAS No.:
4033-39-0
Catalog Number:
AG00C70X
Molecular Formula:
C3H8N2O2
Molecular Weight:
104.1078
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$188
- +
5g
98%
In Stock USA
United States
$563
- +
Product Description
Catalog Number:
AG00C70X
Chemical Name:
L-2,3-Diaminopropionic acid
CAS Number:
4033-39-0
Molecular Formula:
C3H8N2O2
Molecular Weight:
104.1078
MDL Number:
MFCD09265268
IUPAC Name:
(2S)-2,3-diaminopropanoic acid
InChI:
InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
InChI Key:
PECYZEOJVXMISF-REOHCLBHSA-N
SMILES:
N[C@H](C(=O)O)CN
UNII:
JE1TUV83JA
Properties
Complexity:
73.3  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
104.059g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
104.109g/mol
Monoisotopic Mass:
104.059g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
89.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.3  
Literature
Title Journal
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Structure-activity relationship (SAR) of the α-amino acid residue of potent tetrahydroisoquinoline (THIQ)-derived LFA-1/ICAM-1 antagonists. Bioorganic & medicinal chemistry letters 20110101
Mutation of L-2,3-diaminopropionic acid synthase genes blocks staphyloferrin B synthesis in Staphylococcus aureus. BMC microbiology 20110101
Incorporation of 2,3-diaminopropionic acid into linear cationic amphipathic peptides produces pH-sensitive vectors. Chembiochem : a European journal of chemical biology 20100614
Evaluation of [99mTc-(CO)3-X-Y-Bombesin(7-14)NH2] conjugates for targeting gastrin-releasing peptide receptors overexpressed on breast carcinoma. Anticancer research 20100101
Molecular characterization of staphyloferrin B biosynthesis in Staphylococcus aureus. Molecular microbiology 20091101
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. Organic letters 20090820
N-Terminal 2,3-diaminopropionic acid (Dap) peptides as efficient methylglyoxal scavengers to inhibit advanced glycation endproduct (AGE) formation. Bioorganic & medicinal chemistry 20090315
Photoinduced linkage isomerism of {RuNO}(6) complexes with bioligands and related chelators. Dalton transactions (Cambridge, England : 2003) 20090214
Small-molecule inhibitors of integrin alpha2beta1 that prevent pathological thrombus formation via an allosteric mechanism. Proceedings of the National Academy of Sciences of the United States of America 20090120
L-2,3-diaminopropionate: one of the building blocks for the biosynthesis of Zwittermicin A in Bacillus thuringiensis subsp. kurstaki strain YBT-1520. FEBS letters 20080903
A convenient route to enantiopure 3-aryl-2,3-diaminopropanoic acids by diastereoselective Mannich reaction of camphor-based tricyclic iminolactone with imines. The Journal of organic chemistry 20080502
Small molecule inhibitors of integrin alpha2beta1. Journal of medicinal chemistry 20071101
Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives. Organic & biomolecular chemistry 20070907
Variable stability heterodimeric coiled-coils from manipulation of electrostatic interface residue chain length. Journal of the American Chemical Society 20070822
Chiroptical properties of diamino carboxylic acids. Chirality 20070701
Orientation preferences of backbone secondary amide functional groups in peptide nucleic acid complexes: quantum chemical calculations reveal an intrinsic preference of cationic D-amino acid-based chiral PNA analogues for the P-form. Biophysical journal 20070201
Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4. European journal of pharmacology 20050905
Soluble MHC-peptide complexes induce rapid death of CD8+ CTL. Journal of immunology (Baltimore, Md. : 1950) 20050601
Biochemical properties of new synthetic carnosine analogues containing the residue of 2,3-diaminopropionic acid: the effect of N-acetylation. Amino acids 20050201
A conventional route for the synthesis of new oxazolidin-2-one derivatives with beta-aminoalanines. Chemical & pharmaceutical bulletin 20041001
Synthesis of 9-membered dilactams derived from 1,3-diaminopropionic and glutamic acids. The journal of peptide research : official journal of the American Peptide Society 20040301
An efficient synthesis of a probe for protein function: 2,3-diaminopropionic acid with orthogonal protecting groups. Organic letters 20040122
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. Cancer research 20030715
Gene cloning, purification, and characterization of 2,3-diaminopropionate ammonia-lyase from Escherichia coli. Bioscience, biotechnology, and biochemistry 20021201
Characterization of the surfactin synthetase C-terminal thioesterase domain as a cyclic depsipeptide synthase. Biochemistry 20021112
Novel spermine-amino acid conjugates and basic tripeptides enhance cleavage of the hairpin ribozyme at low magnesium ion concentration. Bioorganic & medicinal chemistry letters 20011203
Does the activation of poly (ADP-ribose) synthetase mediate tissue injury in the sepsis induced by cecal ligation and puncture? Shock (Augusta, Ga.) 20010801
Beta D305A mutant of tryptophan synthase shows strongly perturbed allosteric regulation and substrate specificity. Biochemistry 20010626
Glucosamine-6-phosphate synthase from Escherichia coli: determination of the mechanism of inactivation by N3-fumaroyl-L-2,3-diaminopropionic derivatives. Biochemistry 19900417
Properties