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Chemical Compound Review

Dehydroproline     2,5-dihydro-1H-pyrrole-2- carboxylic acid

Synonyms: CHEMBL310623, SureCN297777, AG-B-84412, NSC-49883, CHEBI:226709, ...
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Disease relevance of NSC 49883


High impact information on NSC 49883

  • Flow cytometry revealed that expression of beta1 integrins, through which SMCs interact with collagen, was unaffected by EDHB or DHP [3].
  • Here, we demonstrate that collagenase-3 mRNA expression in differentiating MC3T3-E1 cells is dependent upon the presence of ascorbic acid, is inhibited in the presence of the collagen synthesis inhibitor, 3,4-dehydroproline, and is stimulated by growth on collagen in the absence of ascorbic acid [4].
  • Addition of the hydroxylation inhibitor, 3,4-dehydroproline, caused marked inhibition of collagen secretion as well as accumulation of underhydroxylated collagens within the cells [5].
  • A specific inhibitor of collagen synthesis, 3,4-dehydroproline, blocked AA-dependent induction of promoter activity, indicating that regulation of the osteocalcin gene requires collagen matrix synthesis [6].
  • Treating normal human osteoblasts with the proline analogue 3,4-dehydroproline, which destabilizes collagen triple helix formation and alters collagen synthesis, secretion, and turnover, also decreased microM [7].

Biological context of NSC 49883


Anatomical context of NSC 49883


Associations of NSC 49883 with other chemical compounds


Gene context of NSC 49883


Analytical, diagnostic and therapeutic context of NSC 49883


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  2. Effect of dehydroproline as a collagen synthetic inhibitor in paraquat-induced pulmonary fibrosis in beagle dogs. Akahori, F., Nagata, T., Masaoka, T., Okinaka, T. Veterinary and human toxicology. (1993) [Pubmed]
  3. Evidence for a role of collagen synthesis in arterial smooth muscle cell migration. Rocnik, E.F., Chan, B.M., Pickering, J.G. J. Clin. Invest. (1998) [Pubmed]
  4. Regulation of collagenase-3 and osteocalcin gene expression by collagen and osteopontin in differentiating MC3T3-E1 cells. D'Alonzo, R.C., Kowalski, A.J., Denhardt, D.T., Nickols, G.A., Partridge, N.C. J. Biol. Chem. (2002) [Pubmed]
  5. Ascorbate modulation of chondrocyte gene expression is independent of its role in collagen secretion. Sullivan, T.A., Uschmann, B., Hough, R., Leboy, P.S. J. Biol. Chem. (1994) [Pubmed]
  6. Ascorbic acid-dependent activation of the osteocalcin promoter in MC3T3-E1 preosteoblasts: requirement for collagen matrix synthesis and the presence of an intact OSE2 sequence. Xiao, G., Cui, Y., Ducy, P., Karsenty, G., Franceschi, R.T. Mol. Endocrinol. (1997) [Pubmed]
  7. Cell proliferation of human fibroblasts and osteoblasts in osteogenesis imperfecta: influence of age. Fedarko, N.S., D'Avis, P., Frazier, C.R., Burrill, M.J., Fergusson, V., Tayback, M., Sponseller, P.D., Shapiro, J.R. J. Bone Miner. Res. (1995) [Pubmed]
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  12. Biochemical and ultrastructural study of the effects of proline analogues on collagen synthesis in 3T6 fibroblasts. Carrington, M.J., Fornieri, C., Bartlet, C.P., Heale, G., Levene, C.I. J. Pharm. Pharmacol. (1985) [Pubmed]
  13. Effects of osteogenic inducers on cultures of canine mesenchymal stem cells. Volk, S.W., Diefenderfer, D.L., Christopher, S.A., Haskins, M.E., Leboy, P.S. Am. J. Vet. Res. (2005) [Pubmed]
  14. Fascioliasis: bile duct collagen induced by proline from the worm. Wolf-Spengler, M.L., Isseroff, H. J. Parasitol. (1983) [Pubmed]
  15. Evidence that C1q, a subcomponent of the first component of complement, is an Fc receptor of peritoneal and alveolar macrophages. Loos, M., Müller, W., Boltz-Nitulescu, G., Förster, O. Immunobiology (1980) [Pubmed]
  16. Regulation of collagen synthesis and maturation by 3,4-dehydroproline. Kerwar, S.S. Arch. Biol. Med. Exp. (1979) [Pubmed]
  17. Posttranscriptional aspects of the biosynthesis of type 1 collagen pro-alpha chains: the effects of posttranslational modifications on synthesis pauses during elongation of the pro alpha 1 (I) chain. Gura, T., Hu, G., Veis, A. J. Cell. Biochem. (1996) [Pubmed]
  18. Effects of ascorbic acid on collagen matrix formation and osteoblast differentiation in murine MC3T3-E1 cells. Franceschi, R.T., Iyer, B.S., Cui, Y. J. Bone Miner. Res. (1994) [Pubmed]
  19. Insertion proQ220::Tn5 alters regulation of proline porter II, a transporter of proline and glycine betaine in Escherichia coli. Milner, J.L., Wood, J.M. J. Bacteriol. (1989) [Pubmed]
  20. The secretion of tropoelastin by chick-embryo artery cells. Saunders, N.A., Grant, M.E. Biochem. J. (1985) [Pubmed]
  21. Two proline porters in Escherichia coli K-12. Stalmach, M.E., Grothe, S., Wood, J.M. J. Bacteriol. (1983) [Pubmed]
  22. Oxidation of L-thiazolidine-4-carboxylate by delta1-pyrroline-5-carboxylate reductase in Escherichia coli. Deutch, C.E., Klarstrom, J.L., Link, C.L., Ricciardi, D.L. Curr. Microbiol. (2001) [Pubmed]
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