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30095

Sigma-Aldrich

D-Cysteine

≥99% (RT)

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Synonym(s):
(S)-2-Amino-3-mercaptopropionic acid
Empirical Formula (Hill Notation):
C3H7NO2S
CAS Number:
Molecular Weight:
121.16
Beilstein/REAXYS Number:
1721407
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

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This Item
30089P2126W326305
D-Cysteine ≥99% (RT)

30095

D-Cysteine

-
L-Cysteine BioUltra, ≥98.5% (RT)

30089

L-Cysteine

Premium Grade
L-Phenylalanine reagent grade, ≥98%

P2126

L-Phenylalanine

Essential Grade
L-Cysteine ≥97%, FG

W326305

L-Cysteine

-
assay

≥99% (RT)

assay

≥98.5% (RT)

assay

≥98%

assay

≥97%

mp

~230 °C (dec.)

mp

240 °C (dec.) (lit.)

mp

270-275 °C (dec.) (lit.)

mp

240 °C (dec.) (lit.)

optical activity

[α]20/D −7.6±1.0°, c = 5% in 5 M HCl

optical activity

[α]20/D +8.0±0.5°, c = 5% in 5 M HCl

optical activity

-

optical activity

[α]26/D +8.0 to +9.5°, c = 2 in 5 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

-

reaction suitability

-

application(s)

peptide synthesis

application(s)

-

application(s)

detection

application(s)

flavors and fragrances

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Jing Wang et al.
Nanomaterials (Basel, Switzerland), 8(12) (2018-12-14)
Chiral recognition is of fundamental importance in chemistry and life sciences and the principle of chiral recognition is instructive in chiral separation and enantioselective catalysis. Non-chiral Ag nanoparticles (NPs) conjugated with chiral cysteine (Cys) molecules demonstrate strong circular dichroism (CD)
Angéla Takács et al.
Scientific reports, 10(1), 14287-14287 (2020-09-02)
Bortezomib (BOZ) is a proteasome inhibitor chemotherapeutic agent utilized to treat multiple myeloma and recently offered to cure melanoma. Bortezomib-induced neuropathy is one of the dose-limiting side-effects, which can be treated with antioxidants (e.g. alpha-lipoic acid-ALA and Vitamin B1-vit B1).
Yusuke Shibui et al.
Journal of toxicologic pathology, 30(3), 217-229 (2017-08-12)
Two 4-week repeated-dose toxicity studies were conducted to evaluate the potential toxicity of l-cysteine and d-cysteine. In one study, three groups of 6 male rats were each administered l-cysteine once daily by gavage at doses of 500, 1,000, or 2,000
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

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