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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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Product Name

L-Cystine, BioUltra, ≥99.5% (T)

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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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
CRC Handbook of Microbiology, 4, 1-1 (1974)
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
Masa Cemazar et al.
Antioxidants & redox signaling, 10(1), 103-111 (2007-10-27)
Cyclic cystine knot proteins are small but topologically complex molecules that occur naturally in plants and have a wide range of bioactivities that make them interesting from a pharmaceutical perspective. Their remarkable stability is dependent on the correct formation of
Maisie Lo et al.
Journal of cellular physiology, 215(3), 593-602 (2008-01-09)
The x(c) (-) cystine/glutamate antiporter is a major plasma membrane transporter for the cellular uptake of cystine in exchange for intracellular glutamate. Its main functions in the body are mediation of cellular cystine uptake for synthesis of glutathione essential for

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