cis-4-Hydroxy-L-proline Chemical Properties

Melting point:

257 °C (dec.) (lit.)

alpha 

-59 º (c=2, H2O)

Boiling point:

242.42°C (rough estimate)

Density 

1.3121 (rough estimate)

refractive index 

-59 ° (C=2, H2O)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble

pka

2.14±0.40(Predicted)

form 

Powder

color 

White to beige

Water Solubility 

soluble

Merck 

14,4840

BRN 

81440

InChIKey

PMMYEEVYMWASQN-IMJSIDKUSA-N

CAS DataBase Reference

618-27-9(CAS DataBase Reference)

EPA Substance Registry System

L-Proline, 4-hydroxy-, (4S)- (618-27-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36/37/39-27-26

WGK Germany 

3

F 

10

TSCA 

Yes

HS Code 

29339900

MSDS

• Language:English Provider:cis-4-Hydroxy-L-proline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

cis-4-Hydroxy-L-proline Usage And Synthesis

Chemical Properties

White to beige powder

Uses

cis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic carcinoma cell line3 and rat pancreatic carcinoma cell line DSL6A. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.

Uses

cis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic carcinoma cell line and rat pancreatic carcinoma cell line DSL6A.

Uses

Hydroxyprolines are valuable chiral building blocks for organic synthesis of pharmaceuticals. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.

Definition

ChEBI: L-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration).

Biochem/physiol Actions

cis-4-Hydroxy-L-proline (CHP) and its derivatives may have anticancer activity. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.

cis-4-Hydroxy-L-proline(618-27-9)Related Product Information

• CIS-4-HYDROXY-L-PROLINE METHYL ESTER HCL,CIS-4-HYDROXY-L-PROLINE METHYL ESTER HYDROCHLORIDE
• D-Proline
• L-PROLINE-(4-3H(N))
• L-Proline
• CHLOROPHOSPHONAZO III
• cis-4-Hydroxy-D-proline hydrochloride,CIS-4-HYDROXY-D-PROLINE HCL
• CIS-4-HYDROXY-D-PROLINE
• (4S)-4-hydroxy-L-proline hydrochloride
• cis-4-Hydroxycyclohexanecarboxylic acid
• Cyclohexanecarboxylic acid, 4-hydroxy-, Methyl ester, cis-
• cis-4-Methoxy-cyclohexylamine hydrochloride
• cis-4-AMinocyclohexaneMethanol hydrochloride
• 4-(Dimethylamino)cyclohexanol
• CIS-4-HYDROXY-D-PROLINE METHYL ESTER
• L-Hydroxyproline
• N-Boc-cis-4-Hydroxy-L-proline methyl ester
• N-ALPHA-BUTOXYCARBONYL-CIS-4-HYDROXY-L-PROLINE,N-BOC-CIS-4-HYDROXY-L-PROLINE,N-T-BOC-CIS-4-HYDROXY-L-PROLINE,BOC-CIS-4-HYDROXY-L-PROLINE
• N-Cbz-Hydroxy-L-proline