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About This Item
Linear Formula:
NH2CH2CH(NH2)COOH · HCl
CAS Number:
Molecular Weight:
140.57
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
259-387-1
Beilstein/REAXYS Number:
5293359
MDL number:
InChI key
SKWCZPYWFRTSDD-UHFFFAOYSA-N
InChI
1S/C3H8N2O2.ClH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H
SMILES string
Cl[H].NCC(N)C(O)=O
assay
98%
form
solid
reaction suitability
reaction type: solution phase peptide synthesis
mp
232 °C (dec.) (lit.)
application(s)
peptide synthesis
Quality Level
General description
DL-2,3-Diaminopropionic acid monohydrochloride also known as 3-Amino-DL-alanine monohydrochloride, is commonly used in solution phase peptide synthesis.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Yun Lan et al.
Chembiochem : a European journal of chemical biology, 11(9), 1266-1272 (2010-05-19)
Nonviral vectors that harness the change in pH in endosomes, are increasingly being used to deliver cargoes, including nucleic acids, into mammalian cells. Here we present evidence that the pK(a) of the beta-NH(2) in 2,3-diaminopropionic acid (Dap) is sufficiently lowered
Kamila Stokowa et al.
Journal of inorganic biochemistry, 106(1), 111-116 (2011-11-25)
Capreomycin is an important therapeutic agent having intriguing and diverse molecular features. Its polypeptidic structure rich in nitrogen donors makes the drug a promising chelating agent for a number of transition metal ions, especially for copper(II). The results of the
Yohan Park et al.
Organic letters, 11(16), 3738-3741 (2009-07-29)
An efficient enantioselective synthetic method for (S)-alpha-alkyl-alpha,beta-diaminopropionic acid is reported. The asymmetric phase-transfer catalytic alkylation of N(1)-Boc-2-phenyl-2-imidazoline-4-carboxylic acid tert -butyl ester in the presence of chiral quaternary ammonium catalyst gave the corresponding alkylated products (93-98% ee) which could be transformed
Huan-Huan Zhang et al.
The Journal of organic chemistry, 73(9), 3634-3637 (2008-03-28)
A novel and convenient route to the asymmetric synthesis of 2,3-diamino acids via Mannich reaction of iminolactones 1a and 1b with N-protected imines has been achieved in good yields (up to 95%) and high diastereoselectivity (dr: >99:1). Hydrolysis of the
Min Zhong et al.
Bioorganic & medicinal chemistry letters, 21(1), 307-310 (2010-11-27)
This letter describes the structure-activity relationship (SAR) of the 'right-wing' α-amino acid residue of potent tetrahydroisoquinoline (THIQ)-derived LFA-1/ICAM-1 antagonists. Novel (S)-substituted heteroaryl-bearing α-amino acids have been identified as replacements of the 'right-wing' (S)-2,3-diaminopropanoic acid (DAP) moiety. Improvement of potency in
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