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Merck

30095

D-Cysteine

≥99% (RT), for peptide synthesis

Synonym(s):

(S)-2-Amino-3-mercaptopropionic acid

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About This Item

Empirical Formula (Hill Notation):
C3H7NO2S
CAS Number:
Molecular Weight:
121.16
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
Beilstein/REAXYS Number:
1721407
MDL number:
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Product Name

D-Cysteine, ≥99% (RT)

SMILES string

N[C@H](CS)C(O)=O

InChI

1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1

InChI key

XUJNEKJLAYXESH-UWTATZPHSA-N

assay

≥99% (RT)

form

powder or crystals

optical activity

[α]20/D −7.6±1.0°, c = 5% in 5 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

~230 °C (dec.)

application(s)

peptide synthesis

Quality Level

Application

D-Cysteine has been used in the functionalization of QDs for applications in photocatalysis.
It can also be used in the synthesis of:
  • cysteine-based chiral carbon dots (CDs)
  • D-luciferin and aminoluciferin analogs

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Unnatural isomer of cysteine.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Antonia Asimakopoulou et al.
British journal of pharmacology, 169(4), 922-932 (2013-03-16)
Hydrogen sulfide (H₂S) is a signalling molecule that belongs to the gasotransmitter family. Two major sources for endogenous enzymatic production of H₂S are cystathionine β synthase (CBS) and cystathionine γ lyase (CSE). In the present study, we examined the selectivity
Nar Singh Chauhan et al.
Indian journal of microbiology, 57(3), 299-306 (2017-09-15)
A metagenomic library of sea sediment metagenome containing 245,000 recombinant clones representing ~ 2.45 Gb of sea sediment microbial DNA was constructed. Two unique arsenic resistance clones, A7 and A12, were identified by selection on sodium arsenite containing medium. Clone A7 showed a
Yu-Ting Tseng et al.
Analytical chemistry, 90(12), 7283-7291 (2018-05-23)
Stereospecific recognition of chiral molecules is ubiquitous in chemical and biological systems, thus leading to strong demand for the development of enantiomeric drugs, enantioselective sensors, and asymmetric catalysts. In this study, we demonstrate the ratio of d-Cys and l-Cys playing
Hui Huang et al.
Mikrochimica acta, 186(5), 298-298 (2019-04-27)
The authors describe the preparation of a chiral graphene oxides (GOs) by covalent attachment of D- or L-cysteine using a one-step hydrothermal method. The resulting chiral functionalized GOs shows circular dichroism with intensities similar to those produced by the cysteines.
J Diana Zhang et al.
Analytica chimica acta, 1036, 172-178 (2018-09-27)
The chiral analysis of enantiomers is important because bioactivity can depend strongly on stereochemistry as ligand-protein binding motifs are typically chiral. Ion mobility mass spectrometry-based methods are emerging for the rapid and sensitive chiral analysis of molecules. However, such methods

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