Cystine

• Formula: C₆H₁₂N₂O₄S₂
• Molecular weight: 240.300
• IUPAC Standard InChI: 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-/m1/s1 Copy

  
• IUPAC Standard InChIKey: LEVWYRKDKASIDU-QWWZWVQMSA-N Copy
• CAS Registry Number: 56-89-3
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • DL-Cystine
• Other names: l-Cystine; β,β'-Diamino-β,β'-dicarboxydiethyl disulfide; β,β'-Dithiodialanine; Alanine, 3,3'-dithiobis-; Alanine, 3,3'-dithiodi-; Bis(β-amino-β-carboxyethyl) disulfide; Cysteine disulfide; Cystin; Cystine acid; Cystine, L-; Dicysteine; Oxidized L-cysteine; Propanoic acid, 3,3'-dithiobis(2-amino-, (R-(R*,R*))-; 3,3'-Dithiobis(2-aminopropanoic acid); 3,3'-Dithiodialanine; β,β'-Dithiobisalanine; 3,3'-Dithiobis(2-aminopropionic acid); L-3,3'-dithiodialanine; (R-(R*,R*))-3,3'-Dithiobis(2-aminopropanoic acid); (-)-Cystine; L-Alanine, 3,3'-dithiobis-; L-Cysteine disulfide; L-Cystin; NSC 13203
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
• Data at other public NIST sites:
  • X-ray Photoelectron Spectroscopy Database, version 5.0
  • X-ray Photoelectron Spectroscopy Database, version 5.0
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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Condensed phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

IR Spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Coblentz Society, Inc.

Condensed Phase Spectrum

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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

UV/Visible spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

References

Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Becker and Roth, 1934
Becker, G.; Roth, W.A., Zur bestimmung der verbrennungswarme von organischen schwefelverbindunge, Z. Phys. Chem., 1934, 169, 287-296. [all data]

Sunner, 1946
Sunner, S., Determination of combustion heats of organo-sulphur compounds, Svensk. Kim. Tidr., 1946, 58, 71-81. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Huffman and Ellis, 1935
Huffman, H.M.; Ellis, E.L., Thermal Data. II. The heats of combustion of l-cysteine, of l-cystine, β-thiolactic acid and β,β'-dithiodilactic acid, J. Am. Chem. Soc., 1935, 57, 41-46. [all data]

Emery and Benedict, 1911
Emery, A.G.; Benedict, F.G., The heat of combustion of compounds of physiological importance, Am. J. Physiol., 1911, 28, 301-307. [all data]

Hutchens, Cole, et al., 1964
Hutchens, J.O.; Cole, A.G.; Stout, J.W., Heat capacities and entropies of L-cystine and L-methionine. The transition of L-methionine near 305.5 K, J. Biol. Chem., 1964, 239, 591-595. [all data]

Huffman and Ellis, 1935, 2
Huffman, H.M.; Ellis, E.L., Thermal data. III. The heat capacities, entropies and free energies of four organic compounds containing sulfur, J. Am. Chem. Soc., 1935, 57, 46-48. [all data]

Johnson, 1971
Johnson, E.A., UV atlas of organic compounds, 1971, 5, J2/2. [all data]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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