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33270

Sigma-Aldrich

L-2,3-Diaminopropionic acid hydrochloride

≥97.0%

Synonym(s):

3-Amino-L-alanine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C3H8N2O2 · HCl
CAS Number:
1482-97-9
Molecular Weight:
140.57
Beilstein/REAXYS Number:
4263944
MDL number:
MFCD00065497
UNSPSC Code:
12352202
PubChem Substance ID:
329754483

assay

≥97.0% (AT)
≥97.0%

form

solid

optical activity

[α]20/D +24±2°, c = 2% in 0.5 M HCl

loss

<1% loss on drying

mp

231-233 °C (dec.)

application(s)

peptide synthesis

SMILES string

O=C(O)[C@H](CN)N.Cl

InChI

1S/C3H8N2O2.ClH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H/t2-;/m0./s1

InChI key

SKWCZPYWFRTSDD-DKWTVANSSA-N

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Other Notes

Substrate for (Km =1mM), and competitive inhbitor (Ki =1mM, L-homoserine as substrate) of cystathionase from rat liver[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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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Rat liver L-diaminopropionate ammonia lyase. Identification as cystathionase.
I K Mushahwar et al.
The Journal of biological chemistry, 248(21), 7407-7411 (1973-11-10)
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.
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
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.
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
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