Cis-4-Hydroxy-L-proline

Cis-4-Hydroxy-L-proline is an orally active proline analog and collagen production inhibitor. cis-4-Hydroxy-L-proline inhibits cell growth by preventing the deposition of triple helical collagen on the cell layer. cis-4-Hydroxy-L-proline inhibits N-nitrosomethylurea-induced breast tumor growth. cis-4-Hydroxy-L-proline improves lung compliance and reduces prostate weight. cis-4-Hydroxy-L-proline can be used in the study of hypoxic pulmonary hypertension[1][2][3][4][5][6][7][8][9][10].

Product Specifications

CAS Number

[618-27-9]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer; Endocrinology; Metabolic Disease; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/cis-4-hydroxy-l-proline.html

Purity

98.0

Solubility

DMSO : 4.76 mg/mL (ultrasonic; warming; adjust pH to 4 with HCl; heat to 60°C) |H2O : 100 mg/mL (ultrasonic)

Smiles

O=C(O)[C@H](C1)NC[C@H]1O

Molecular Formula

C5H9NO3

Molecular Weight

131.13

Precautions

H302, H315, H319, H335

References & Citations

[1]Lewko WM, et, al. Sensitivity of N-nitrosomethylurea-induced rat mammary tumors to cis-hydroxyproline, an inhibitor of collagen production. Cancer Res. 1981 Jul;41 (7) :2855-62.|[2]Kao WW, et, al. Proline analogue removes fibroblasts from cultured mixed cell populations. Nature. 1977 Mar 3;266 (5597) :63-4.|[3]Tan EM, et, al. Proline analogues inhibit human skin fibroblast growth and collagen production in culture. J Invest Dermatol. 1983 Apr;80 (4) :261-7.|[4]Riley DJ, et, al. Prevention of bleomycin-induced pulmonary fibrosis in the hamster by cis-4-hydroxy-l-proline. Am Rev Respir Dis. 1981 Apr;123 (4 Pt 1) :388-93.|[5]Eldridge CF, et al. Effects of cis-4-hydroxy-L-proline, and inhibitor of Schwann cell differentiation, on the secretion of collagenous and noncollagenous proteins by Schwann cells. Exp Cell Res. 1988 Feb;174 (2) :491-501.|[6]Neblock DS, et al. The effect of cis-4-hydroxy-L-proline on intracellular degradation of newly synthesized collagen by freshly isolated chick tendon fibroblasts. Connect Tissue Res. 1982;10 (3-4) :297-301.|[7]Dickens H, et al. Anticancer drug cis-4-hydroxy-L-proline: Correlation of preclinical toxicology with clinical parameters of liver function. Mol Med Rep. 2008 Jul-Aug;1 (4) :459-64.|[8]Riley DJ, et al. Effect of cis-4-hydroxy-L-proline on lung mechanics and collagen content of bleomycin-treated hamsters. Chest. 1981 Jul;80 (1 Suppl) :49-50.|[9]Wong YC, et al. Effects of cis-4-hydroxy-L-proline on the androgen-induced growth of the lateral prostate of the prepubertally castrated guinea pig. Prostate. 1993;23 (4) :337-54.|[10]Simon PM, et al. Prodrug of proline analogue reduces hypoxic pulmonary hypertension in rats. Pulm Pharmacol Ther. 2006;19 (4) :242-50.