N-Glycylglycine
- Formula: C4H8N2O3
- Molecular weight: 132.1179
- IUPAC Standard InChIKey: YMAWOPBAYDPSLA-UHFFFAOYSA-N
- CAS Registry Number: 556-50-3
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Glycine, N-glycyl-; Diglycine; Glycylglycine; Glycine dipeptide
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -747.7 ± 1.3 | kJ/mol | Ccb | Diaz, Domalski, et al., 1992 | ALS |
ΔfH°solid | -747.68 ± 0.63 | kJ/mol | Ccb | Huffman, 1942 | Heat of combustion corrected for pressure; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1969.7 ± 1.3 | kJ/mol | Ccb | Diaz, Domalski, et al., 1992 | ALS |
ΔcH°solid | -1969.7 ± 0.54 | kJ/mol | Ccb | Huffman, 1942 | Heat of combustion corrected for pressure; ALS |
ΔcH°solid | -1978. | kJ/mol | Ccb | Fischer and Wrede, 1904 | Heat of combustion corrected for pressure; ALS |
ΔcH°solid | -1974.0 | kJ/mol | Ccb | Lemoult, 1904 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 180.3 | J/mol*K | N/A | Hutchens, Cole, et al., 1969 | DH |
S°solid,1 bar | 190.0 | J/mol*K | N/A | Huffman, 1941 | Extrapolation below 90 K, 56.90 J/mol*K.; DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
149. | 298. | Badelin, Kulikov, et al., 1990 | T = 298, 313, 333, 348 K.; DH |
149.0 | 298. | Kulikov, Kozlov, et al., 1989 | T = 298 to 348 K.; DH |
163.97 | 298.15 | Hutchens, Cole, et al., 1969 | T = 11 to 305 K.; DH |
161.80 | 293.9 | Huffman, 1941 | T = 87 to 294 K. Value is unsmoothed experimental datum.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Mass spectrum (electron ionization), References, Notes
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:
RCD - Robert C. Dunbar
B - John E. Bartmess
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
By formula: Na+ + C4H8N2O3 = (Na+ • C4H8N2O3)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 177. ± 7.1 | kJ/mol | CIDC | Cerda, Hoyau, et al., 1998 | See amide; RCD |
ΔrH° | 179. | kJ/mol | CIDT | Klassen, Anderson, et al., 1996 | RCD |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
143. | 0. | CIDC | Feng, Gronert, et al., 1999 | RCD |
CAS Reg. No. 23372-53-4 + = C8H15N4O6-
By formula: CAS Reg. No. 23372-53-4 + C4H8N2O3 = C8H15N4O6-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 31.4 ± 1.3 | kJ/mol | TDEq | Liu, Wyttenbacj, et al., 2004 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 13.1 | kJ/mol | TDEq | Liu, Wyttenbacj, et al., 2004 | gas phase; B |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References, Notes
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
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Chemical Concepts |
NIST MS number | 220986 |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Diaz, Domalski, et al., 1992
Diaz, E.L.; Domalski, E.S.; Colbert, J.C.,
Enthalpies of combustion of glycylglycine and DL-alanyl-DL-alamine,
J. Chem. Thermodyn., 1992, 24, 1311-1318. [all data]
Huffman, 1942
Huffman, H.M.,
Thermal data. XV. The heats of combustion and free energies of some compounds containing the peptide bond,
J. Phys. Chem., 1942, 46, 885-891. [all data]
Fischer and Wrede, 1904
Fischer, E.; Wrede, F.,
Uber die Verbrennungswarme einiger organischer Verbindungen,
Sitzungsber. Dtsch. Akad. Wiss. Berlin Kl. Math. Phys. Tech., 1904, 687-715. [all data]
Lemoult, 1904
Lemoult, M.P.,
Remarques sur une serie recenie de determinations calorimetriques,
Compt. Rend., 1904, 663-635. [all data]
Hutchens, Cole, et al., 1969
Hutchens, J.O.; Cole, A.G.; Stout, J.W.,
Heat capacities from 11 to 305°K, entropies and free energy of formation of glycylglycine,
J. Biol. Chem., 1969, 244, 33-35. [all data]
Huffman, 1941
Huffman, H.M.,
Thermal data. XIV. The heat capacities and entropies of some compounds having the peptide bond,
J. Am. Chem. Soc., 1941, 63, 688-689. [all data]
Badelin, Kulikov, et al., 1990
Badelin, V.G.; Kulikov, O.V.; Batagin, V.S.; Udzig, E.; Zielenkiewicz, A.; Zielenkiewicz, W.; Krestov, G.A.,
Physico-chemical properties of peptides and their solutions,
Thermochim. Acta, 1990, 169, 81-93. [all data]
Kulikov, Kozlov, et al., 1989
Kulikov, O.V.; Kozlov, V.A.; Malenkina, L.I.; Badelin, V.G.,
Heat capacities of amino acids and peptides and excess characteristics ot their aqueous solutions, Sbornik Nauch. Trud., Termodin. Rast. neelect., Ivanovo,
Inst. nevod. rast., 1989, Akad. [all data]
Cerda, Hoyau, et al., 1998
Cerda, B.A.; Hoyau, S.; Ohanessian, G.; Wesdemiotis, C.,
PAs of Peptides,
J. Am. Chem. Soc., 1998, 120, 2437. [all data]
Klassen, Anderson, et al., 1996
Klassen, J.S.; Anderson, S.G.; Blades, A.T.; Kebarle, P.,
Reaction Enthalpies for M+L = M+ + L, Where M+ = Na+ and K+ and L = Acetamide, N-Methylacetamide, N,N-Dimethylacetamide, Glycine, and Glycylglycine, from Determinations of the Collision-Induced Dissociation Thresholds,
J. Phys. Chem., 1996, 100, 33, 14218, https://doi.org/10.1021/jp9608382
. [all data]
Feng, Gronert, et al., 1999
Feng, W.Y.; Gronert, S.; Lebrilla, C.B.,
Lithium and sodium ion binding energies of N-acetyl and N-glycyl amino acids,
J. Am. Chem. Soc., 1999, 121, 6, 1365, https://doi.org/10.1021/ja983116s
. [all data]
Liu, Wyttenbacj, et al., 2004
Liu, D.; Wyttenbacj, T.; Carpenter, C.J.; Bowers, M.T.,
Investigation of Non-Covalent Interactions in Deprotonated Peptides: Structural and Energetic Competition between Aggregation and Hydration,
J. Am. Chem. Soc., 2004, 126, 10, 3261, https://doi.org/10.1021/ja0393628
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), References
- 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) T Temperature ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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