cis-4-Hydroxy-L-proline

CAS No.：618-27-9

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This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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cis-4-Hydroxy-L-proline Basic information

Product Name:	cis-4-Hydroxy-L-proline
Synonyms:	L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID;L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLLIC ACID;L-ALLO-HYDROXYPROLINE;CIS-4-HYDROXY-L-PROLINE;CIS-L-4-HYDROXYPROLINE;CIS-HYP-OH;CIS-HYDROXYPROLINE;CHYP
CAS:	618-27-9
MF:	C5H9NO3
MW:	131.13
EINECS:	210-542-1
Product Categories:	Amino Acids;Biochemistry;Biological-modified Amino Acids;Chiral Compound;Amino Acids & Derivatives;Chiral Reagents;Pyrrole&Pyrrolidine&Pyrroline;Chiral reagent;Heterocycles
Mol File:	618-27-9.mol

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
form	Powder
pka	2.14±0.40(Predicted)
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 Information

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

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

Chemical Properties	White to beige powder
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.
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.
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 Preparation Products And Raw materials

Raw materials	L-Proline, 4-hydroxy-, ethyl ester, (4S)- (9CI)-->NA-->N-Boc-cis-4-Hydroxy-L-proline-->（2s，4r）-1，2-dicarbobenzyloxy-4-hydroxypyrrolidine-->N-Cbz-Hydroxy-L-proline-->Z-CIS-HYP-OH-->（2s，4s）-dibenzyl 4-hydroxypyrrolidine-1，2-dicarboxylate-->Z-HYP-OME-->L-Hydroxyproline
Preparation Products	Fomc-cis-L-hydroxyproline-OH

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