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30199

Sigma-Aldrich

L-Cystine

BioUltra, ≥99.5% (T)

Synonym(s):

(R,R)-3,3′-Dithiobis(2-aminopropionicacid)

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About This Item

Linear Formula:
[-SCH2CH(NH2)CO2H]2
CAS Number:
56-89-3
Molecular Weight:
240.30
Beilstein:
1728094
EC Number:
200-296-3
MDL number:
MFCD00064228
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
57648416

product line

BioUltra

Assay

≥99.5% (T)

form

powder or crystals

optical activity

[α]20/D −219±5°, c = 1% in 1 M HCl

impurities

insoluble matter, passes filter test
≤0.3% foreign amino acids

ign. residue

≤0.05% (as SO4)

loss

≤0.05% loss on drying, 20 °C (HV)

color

white

mp

>240 °C (dec.) (lit.)

solubility

1 M HCl: 0.2 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤500 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤10 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

absorption

cut-off at 316 nm in 1 M HCl at 0.2 M

SMILES string

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

InChI

1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

InChI key

LEVWYRKDKASIDU-IMJSIDKUSA-N

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Other Notes

Certain malignant cell lines require cystine or cysteine in the culture medium; Growth requirement of various microorganisms

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ3779V
BCBK3326V
1446249
BCBG0468V
BCBF6316V

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CRC Handbook of Microbiology, 4, 1-1 (1974)
J R Uren et al.
Cancer treatment reports, 63(6), 1073-1079 (1979-06-01)
The L-cyst(e)ine requirements of normal and malignant cells are reviewed and expanded within the context of establishing whether the measurement of gamma-cystathionase levels constitutes a predictive test for tumor sensitivity to L-cyst(e)ine depletion. The ability of both purified L-cysteine desulfhydrase
Anne C Conibear et al.
The Journal of biological chemistry, 288(15), 10830-10840 (2013-02-23)
θ-Defensins are ribosomally synthesized cyclic peptides found in the leukocytes of some primate species and have promising applications as antimicrobial agents and scaffolds for peptide drugs. The cyclic cystine ladder motif, comprising a cyclic peptide backbone and three parallel disulfide
Philip J Hogg
Nature reviews. Cancer, 13(6), 425-431 (2013-05-11)
Protein action in nature is generally controlled by the amount of protein produced and by chemical modification of the protein, and both are often perturbed in cancer. The amino acid side chains and the peptide and disulphide bonds that bind
Ojore Benedict Valentine Oka et al.
Molecular cell, 50(6), 793-804 (2013-06-19)
ERdj5 is a member of the protein disulfide isomerase family of proteins localized to the endoplasmic reticulum (ER) of mammalian cells. To date, only a limited number of substrates for ERdj5 are known. Here we identify a number of endogenous
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