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Chemical Compound Review

Glycylproline     1-(2- aminoethanoyl)pyrrolidine- 2...

Synonyms: gly-pro, Glycyl-proline, CHEMBL156664, SureCN155066, ACMC-209oel, ...
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Disease relevance of Glycylproline


High impact information on Glycylproline


Chemical compound and disease context of Glycylproline


Biological context of Glycylproline


Anatomical context of Glycylproline


Associations of Glycylproline with other chemical compounds


Gene context of Glycylproline

  • At concentrations of the dipeptide that saturated prolidase, hydrolysis of glycyl-L-proline by whole cells was approximately 130 times slower than by lysates [14].
  • The concentration-dependence of the rate of glycyl-L-proline hydrolysis by haemolysates was described by the Michaelis-Menten expression with Km = 14.1 +/- 2.4 mmol/litre and Vmax. = 130 +/- 10 mmol/h per litre of cell water [14].
  • The concentration dependence of the rate of hydrolysis of glycyl-L-proline was discribable by the Michaelis-Menten expression with a Michaelis constant of 1.90 mmol L-1 and a maximal velocity of 9.30 mumol min-1 mg-1 protein [21].
  • Among the dipeptides studied, the GB of glycylproline (GlyPro) was determined to be 214.8 kcal/mol, while prolyglycine (ProGly) was 4.2 kcal/mol more basic (GB = 219.0 kcal/mol) [22].
  • Glycylproline p-nitroanilidase activity in serum of patients with advanced rheumatoid arthritis or with systemic lupus erythematosus but with normal hepatic function was found to be significantly lower than that of normal adult controls [23].

Analytical, diagnostic and therapeutic context of Glycylproline


  1. X-Prolyl dipeptidyl-aminopeptidase activity, with X-proline p-nitroanilides as substrates, in normal and pathological human sera. Hino, M., Fuyamada, H., Hayakawa, T., Nagatsu, T., Oya, H. Clin. Chem. (1976) [Pubmed]
  2. Arylaminopeptidase activities of oral bacteria. Suido, H., Nakamura, M., Mashimo, P.A., Zambon, J.J., Genco, R.J. J. Dent. Res. (1986) [Pubmed]
  3. Serum glycylproline dipeptidyl aminopeptidase activity in human hepatic cancer. Kojima, J., Kanatani, M., Kato, M., Tojoh, F., Nakamura, N. Clin. Chim. Acta (1979) [Pubmed]
  4. Urine glycyl-L-proline increase and skin trophicity. Le, J., Perier, C., Peyroche, S., Rascle, F., Blanchon, M.A., Gonthier, R., Frey, J., Chamson, A. Amino Acids (1999) [Pubmed]
  5. Serum glyccylproline p-nitroanilidase activity in human hypertension. Fuyamada, H., Hino, M., Nagatsu, T., Ogawa, K., Sakakibara, S. Clin. Chim. Acta (1977) [Pubmed]
  6. Transport of glycyl-L-proline by human intestinal brush border membrane vesicles. Rajendran, V.M., Ansari, S.A., Harig, J.M., Adams, M.B., Khan, A.H., Ramaswamy, K. Gastroenterology (1985) [Pubmed]
  7. Orally active antiviral tripeptide glycyl-prolyl-glycinamide is activated by CD26 (dipeptidyl peptidase IV) before transport across the intestinal epithelium. Hubatsch, I., Lazorova, L., Vahlne, A., Artursson, P. Antimicrob. Agents Chemother. (2005) [Pubmed]
  8. Glycyl-L-proline transport in rabbit enterocyte basolateral-membrane vesicles. Dyer, J., Beechey, R.B., Gorvel, J.P., Smith, R.T., Wootton, R., Shirazi-Beechey, S.P. Biochem. J. (1990) [Pubmed]
  9. Purification of an 80,000-Mr glycylprolyl peptidase from Bacteroides gingivalis. Barua, P.K., Neiders, M.E., Topolnycky, A., Zambon, J.J., Birkedal-Hansen, H. Infect. Immun. (1989) [Pubmed]
  10. Proteolytic activity in black-pigmented bacteroides species. Jun, K.C., Barua, P.K., Zambon, J.J., Neiders, M.E. Journal of endodontics. (1989) [Pubmed]
  11. Characteristics of glycyl-L-proline transport in intestinal brush-border membrane vesicles. Rajendran, V.M., Harig, J.M., Ramaswamy, K. Am. J. Physiol. (1987) [Pubmed]
  12. Intestinal absorption of glycylproline in chicks infected with Eimeria acervulina. Ball, S.J., Heading, C.A., Meade, H.M. Acta Vet. Hung. (1991) [Pubmed]
  13. Dipeptidyl peptidase IV of human lymphocytes. Evidence for specific hydrolysis of glycylproline p-nitroanilide in T-lymphocytes. Schön, E., Demuth, H.U., Barth, A., Ansorge, S. Biochem. J. (1984) [Pubmed]
  14. A proton n.m.r. study of iminodipeptide transport and hydrolysis in the human erythrocyte. Possible physiological roles for the coupled system. King, G.F., Kuchel, P.W. Biochem. J. (1984) [Pubmed]
  15. In situ activation of human erythrocyte prolidase: potential for enzyme replacement therapy in prolidase deficiency. Hechtman, P., Richter, A., Corman, N., Leong, Y.M. Pediatr. Res. (1988) [Pubmed]
  16. Two hypothetical proteins of human aortic adventitia, with Ig kappa, collagenous, and aromatic-rich motifs. Ozsvath, K.J., Xia, S., Hirose, H., Tilson, M.D. Biochem. Biophys. Res. Commun. (1996) [Pubmed]
  17. Characteristics of glycylsarcosine transport in rabbit intestinal brush-border membrane vesicles. Ganapathy, V., Burckhardt, G., Leibach, F.H. J. Biol. Chem. (1984) [Pubmed]
  18. Absorption of two proline containing peptides by rat small intestine in vivo. Lane, A.E., Silk, D.B., Clark, M.L. J. Physiol. (Lond.) (1975) [Pubmed]
  19. Nitrogen absorption from isonitrogenous solutions of L-leucyl-L-leucine and L-leucine: a study in the isolated perfused rat small intestine. Plauth, M., Kremer, I., Raible, A., Stehle, P., Fürst, P., Hartmann, F. Clin. Sci. (1992) [Pubmed]
  20. Passive and carrier-mediated intestinal absorption components of captopril. Hu, M., Amidon, G.L. Journal of pharmaceutical sciences. (1988) [Pubmed]
  21. Studies of rat brain metabolism using proton nuclear magnetic resonance: spectral assignments and monitoring of prolidase, acetylcholinesterase, and glutaminase. Middlehurst, C.R., King, G.F., Beilharz, G.R., Hunt, G.E., Johnson, G.F., Kuchel, P.W. J. Neurochem. (1984) [Pubmed]
  22. Determination of the gas-phase basicities of proline and its di- and tripeptides with glycine: the enhanced basicity of prolylproline. Ewing, N.P., Zhang, X., Cassady, C.J. Journal of mass spectrometry : JMS. (1996) [Pubmed]
  23. Serum glycylproline p-nitroanilidase activity in rheumatoid arthritis and systemic lupus erythematosus. Fujita, K., Hirano, M., Ochiai, J., Funabashi, M., Nagatsu, I., Nagatsu, T., Sakakibara, S. Clin. Chim. Acta (1978) [Pubmed]
  24. Collagen biosynthesis anomalies in prolidase deficiency: effect of glycyl-L-proline on the degradation of newly synthesized collagen. Chamson, A., Voigtländer, V., Myara, I., Frey, J. Clinical physiology and biochemistry. (1989) [Pubmed]
  25. Prolidase, a potential enzyme target for melanoma: design of proline-containing dipeptide-like prodrugs. Mittal, S., Song, X., Vig, B.S., Landowski, C.P., Kim, I., Hilfinger, J.M., Amidon, G.L. Mol. Pharm. (2005) [Pubmed]
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