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Key Documents

219630

Sigma-Aldrich

DL-2,3-Diaminopropionic acid monohydrochloride

98%

Synonym(s):

3-Amino-DL-alanine monohydrochloride

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About This Item

Linear Formula:
NH2CH2CH(NH2)COOH · HCl
CAS Number:
Molecular Weight:
140.57
Beilstein:
5293359
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

232 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cl[H].NCC(N)C(O)=O

InChI

1S/C3H8N2O2.ClH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H

InChI key

SKWCZPYWFRTSDD-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Fumiko Fujisaki et al.
Chemical & pharmaceutical bulletin, 52(10), 1238-1241 (2004-10-07)
A conventional new route to the novel oxazolidin-2-one derivatives (3a-f) having two substituents on N-3 and C-4 in the oxazolidin-2-one ring was established with racemic beta-aminoalanine derivatives (1) as the key starting materials.

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