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219630

Sigma-Aldrich

DL-2,3-Diaminopropionic acid monohydrochloride

98%

Sinónimos:

3-Amino-DL-alanine monohydrochloride

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About This Item

Fórmula lineal:
NH2CH2CH(NH2)COOH · HCl
Número de CAS:
54897-59-5
Peso molecular:
140.57
Beilstein/REAXYS Number:
5293359
EC Number:
259-387-1
MDL number:
MFCD00012884
UNSPSC Code:
12352106
PubChem Substance ID:
24853139
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Giovanni N Roviello et al.
Amino acids, 43(6), 2537-2543 (2012-06-13)
In this work, we report a synthetic approach to a Fmoc-protected nucleoamino acid, based on L-diaminopropanoic acid, carrying the DNA nucleobase on the alpha-amino group by means of an amide bond, suitable for the solid-phase synthesis of novel nucleopeptides of
Joana R Viola et al.
Bioorganic & medicinal chemistry letters, 22(17), 5635-5638 (2012-08-04)
Here we report a novel class of peptides-d-diaminopropionic acids (Dap)-for gene delivery. These peptides have attractive properties for gene delivery, and the advantage that they can be easily manipulated in relation to their composition, abiding with tailored-design. We characterized the
J N Kalyani et al.
Journal of bacteriology, 194(20), 5604-5612 (2012-08-21)
Diaminopropionate ammonia lyase (DAPAL) is a pyridoxal-5'phosphate (PLP)-dependent enzyme that catalyzes the conversion of diaminopropionate (DAP) to pyruvate and ammonia and plays an important role in cell metabolism. We have investigated the role of the ygeX gene of Escherichia coli
Changming Zhao et al.
FEBS letters, 582(20), 3125-3131 (2008-08-12)
Zwittermicin A (ZwA) is a hybrid polyketide-non-ribosomal peptide that is thought to be biosynthesized from five proposed building blocks, including the 2,3-diaminopropionate. Candidate genes for de novo biosynthesis of 2,3-diaminopropionate, zwa5A and zwa5B, have been identified in a previous study.
Johnson Cheung et al.
Molecular microbiology, 74(3), 594-608 (2009-09-25)
Siderophores are iron-scavenging molecules produced by many microbes. In general, they are synthesized using either non-ribosomal peptide synthetase (NRPS) or NRPS-independent siderophore (NIS) pathways. Staphylococcus aureus produces siderophores, of which the structures of staphyloferrin A and staphyloferrin B are known.
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