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Merck
CN

30199

L-Cystine

BioUltra, ≥99.5% (T)

Synonym(s):

(R,R)-3,3′-Dithiobis(2-aminopropionic acid)

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About This Item

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

LEVWYRKDKASIDU-IMJSIDKUSA-N

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

SMILES string

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

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

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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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
T Terada et al.
Archives of biochemistry and biophysics, 300(1), 495-500 (1993-01-01)
Low concentrations of cystamine and cystine inactivated human placenta glutathione S-transferase (GST-pi) in cytosolic fraction very effectively, as did the purified enzyme, through the thiol/disulfide exchange reaction. Mixed disulfide formation of GST-pi in cytosol was prevented by thioltransferase existing in
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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