Arginine

• Formula: C₆H₁₄N₄O₂
• Molecular weight: 174.2010
• IUPAC Standard InChI: InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 Copy

  
• IUPAC Standard InChIKey: ODKSFYDXXFIFQN-SCSAIBSYSA-N Copy
• CAS Registry Number: 74-79-3
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • (-)-D-arginine hydrate
• Other names: L-Arginine; Arginine, L-; L-(+)-Arginine; Norvaline, 5-[(aminoiminomethyl)amino]-, (L)-; Pentanoic acid, 2-amino-5-[(aminoiminomethyl)amino]-, (S)-; (S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid; L-Norvaline, 5-[(aminoiminomethyl)amino]-; L-Ornithine, N5-(aminoiminomethyl)-; NSC 206269; Norvaline, 5-[(aminoiminomethyl)amino]-; Ornithine, N5-(aminoiminomethyl)-; Pentanoic acid, 2-amino-5-[(aminoiminomethyl)amino]-
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Ion clustering data
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
• Options:
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Phase change 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 by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

Reaction 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:
B - John E. Bartmess
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₆H₁₃N₄O₂^- +  =

By formula: C₆H₁₃N₄O₂^- + H⁺ = C₆H₁₄N₄O₂

 +  = ( • )

By formula: Na⁺ + C₆H₁₄N₄O₂ = (Na⁺ • C₆H₁₄N₄O₂)

Ion clustering 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 by: Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

 +  = ( • )

By formula: Na⁺ + C₆H₁₄N₄O₂ = (Na⁺ • C₆H₁₄N₄O₂)

References

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

Kofler and Sitte, 1950
Kofler, L.; Sitte, H., Melting Point Determination of Substances with Melt with Decomposition, Monatsh. Chem., 1950, 81, 619. [all data]

Jones, Bernier, et al., 2007
Jones, C.M.; Bernier, M.; Carson, E.; Colyer, K.E.; Metz, R.; Pawlow, A.; Wischow, E.D.; Webb, I.; Andriole, E.J.; Poutsma, J.C., Gas-phase Acities of the 20 Protein Amino Acids, Int. J. Mass Spectrom., 2007, 267, 1-3, 54-62, https://doi.org/10.1016/j.ijms.2007.02.018 . [all data]

O'Hair, Bowie, et al., 1992
O'Hair, R.J.; Bowie, J.H.; Gronert, S., Gas Phase Acidity of the alpha-Amino Acids, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 23, https://doi.org/10.1016/0168-1176(92)80083-D . [all data]

Kish, Ohanessian, et al., 2003
Kish, M.M.; Ohanessian, G.; Wesdemiotis, C., The Na+ affinities of a-amino acids: side-chain substituent effects, Int. J. Mass Spectrom., 2003, 227, 3, 509, https://doi.org/10.1016/S1387-3806(03)00082-4 . [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

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