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30095

Sigma-Aldrich

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:
921-01-7
Molecular Weight:
121.16
Beilstein:
1721407
MDL number:
MFCD00066461
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57648407
NACRES:
NA.22

product name

D-Cysteine, ≥99% (RT)

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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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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).
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)
Highly Fluorescent Chiral N?S?Doped Carbon Dots from Cysteine: Affecting Cellular Energy Metabolism.
Li F, et al.
Angewandte Chemie (International Edition in English), 57(9), 2377-2382 (2018)
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