cis-4-Hydroxy-L-proline

Product Name: cis-4-Hydroxy-L-proline
CAS No.: 618-27-9
Chemical Name: cis-4-Hydroxy-L-proline
Synonyms: (2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;H-CIS-HYP-OH;CIS-4-HYDROXYPROLINE;CIS-HYP-OH;cis-Hydroxy-L-proline;(4S)-4-hydroxypyrrolidine-2-carboxylic acid;CHYP;cis L;cis-L-Hyp-OH;H-L-CIS-HYP-OH
CBNumber: CB6158895
Molecular Formula: C5H9NO3
Formula Weight: 131.13
MOL File: 618-27-9.mol

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cis-4-Hydroxy-L-proline Property

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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H1637
Product name: cis-4-Hydroxy-L-proline
Purity: collagen synthesis inhibitor
Packaging: 50mg
Price: $79.9
Updated: 2024/03/01

Sigma-Aldrich

Product number: H1637
Product name: cis-4-Hydroxy-L-proline
Purity: collagen synthesis inhibitor
Packaging: 1g
Price: $1050
Updated: 2024/03/01

TCI Chemical

Product number: H1169
Product name: cis-4-Hydroxy-L-proline
Purity: >97.0%(T)
Packaging: 100mg
Price: $68
Updated: 2024/03/01

TCI Chemical

Product number: H1169
Product name: cis-4-Hydroxy-L-proline
Purity: >97.0%(T)
Packaging: 1g
Price: $327
Updated: 2024/03/01

Alfa Aesar

Product number: H27194
Product name: cis-4-Hydroxy-L-proline, 99%
Packaging: 250mg
Price: $162.65
Updated: 2024/03/01

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cis-4-Hydroxy-L-proline Chemical Properties,Usage,Production

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.

in vivo

cis-4-Hydroxy-L-proline (285-903 mg/kg; p.o.; 28 days) causes signs of liver damage in rats, showing elevated alanine aminotransferase (ALAT) and aspartate aminotransferase (ASAT)^[3].
cis-4-Hydroxy-L-proline (200 mg/kg; s.c.; twice daily; 30 days) partially prevents the accumulation of collagen in the lungs and partially improves the decrease in lung compliance in the Bleomycin (HY-108345)-induced pulmonary fibrosis model experiment of hamsters^[4].
cis-4-Hydroxy-L-proline (200 mg/kg; s.c.; injected alone for 3 days first and then co-injected with dihydrotestosterone for 10 days) significantly reduces the wet weight of the prostate, inhibits the proliferation and differentiation of prostatic glandular cells in response to androgen stimulation in Androgen-induced prostate growth model in prepubertal castrated guinea pigs^[5].
CHOP-PEG (polymeric prodrug of cis-4-Hydroxy-L-proline, 0.8 mg by continuous s.c.; 10 mg by single s.c.; 40 mg by single i.v.; 90 mg by single intratracheal injection; 7 days) can prevent and reverse chronic hypoxic pulmonary hypertension in the rat hypoxic pulmonary hypertension model^[6].

Animal Model:	Rats^[3]
Dosage:	285 mg/kg, 507 mg/kg, 903 mg/kg
Administration:	Oral gavage (p.o.), 28 days
Result:	Increased ALAT and ASAT at a dose of 903 mg/kg. Increased albumin at 507 mg/kg. Increased blood urea nitrogen at 903 mg/kg CHP. Revealed a pale appearance of the liver due to drug-induced anemia.

cis-4-Hydroxy-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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cis-4-Hydroxy-L-proline Suppliers

Americas 1 Belgium 2 Canada 4 China 244 Europe 3 Germany 7 India 10 Italy 2 Japan 6 Slovakia 1 Switzerland 3 United Kingdom 13 United States 53 Global 349

Wuhan EnTai Technology Development Co,.Ltd

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J & K SCIENTIFIC LTD.

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Alfa Aesar

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Energy Chemical

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Capot Chemical Co., Ltd

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Beijing Ouhe Technology Co., Ltd

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Pure Chemistry Scientific Inc.

Tel: 001-857-928-2050 or 1-888-588-9418
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View Lastest Price from cis-4-Hydroxy-L-proline manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: cis-4-Hydroxy-L-proline 618-27-9
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-30

Hebei Kingfiner Technology Development Co.Ltd

Product: cis-4-Hydroxy-L-proline 618-27-9
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 500000kg
Release date: 2023-11-24

Honest Joy Holdings Limited

Product: (2S,4S)-(-)-4-Hydroxy-2-pyrrolinecarboxylic acid 618-27-9
Price: US $0.00/KG
Min. Order: 1KG
Purity: 97.9%
Supply Ability: 100 tons
Release date: 2022-02-20

618-27-9, cis-4-Hydroxy-L-prolineRelated Search:

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

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

HYDROXY-L-PROLINE [ALLO]

H-PRO(CIS-4-OH)-OH

H-CIS-HYP-OH

H-L-CIS-HYP-OH

cis-4-Hydroxy-L-proline, 97.0%(T)

cis-L-4-Hydroxyproline≥ 99% (NMR)

cis-L-Hyp-OH

cis-4-Hydroxy-L-proline Hydrochloride,99%e.e.

cis-4-Hydroxy-L-proline Vetec(TM) reagent grade, 98%

(4S)-4-hydroxypyrrolidine-2-carboxylic acid

CIS-4-HYDROXY-L-PROLINE HYDROLORIDE

(2S,4S)-(-)-4-Hydroxypyrrolidine-2-carboxylic acid 97%

L-CIS-4-HYDROXYPROLINE

L-CIS-HYDROXYPROLINE

(2S,4S)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID

(2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

ALLO-4-HYDROXY-L-PROLINE

cis-4-L-Hydroxyproline

(2S,4S)-(-)-4-Hydroxypyrrolidin-2-ylcarboxylic acid

CIS-4-HYDROXY-L-PROLINE NATURAL ISOMER

-ALLO-HYDROXYPROLINE

4-CIS-HYDROXYPROLINE

CIS-4-HYDROXYPROLINE

L-CIS-HYDROXYPROLINE, (2S,4S)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID

(2S,4S)-4-HYDROXY-L-PROLINE

(2S)-4α-Hydroxy-2α-pyrrolidinecarboxylic acid

(4S)-4-Hydroxy-L-proline

cis-Hydroxy-L-proline

cis-4-Hydroxy-L-proline,99%

Cis-4-Hydroxy-L-proline methyl ester

(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride

Cis-4-hydroxy-L-proline Hyadrochloride

(2S,4S)-4-Hydroxyproline

(S)-Allo-hydroxyproline

cis-4-Hydroxy-L-proline collagen synthesis inhibitor

cis L

cis-4-Hydroxy-L-proline&gt

cis-4-Hydroxy-L

L-Proline, 4-hydroxy-, (4S)-

cis-4-Hydroxy-L-proline USP/EP/BP

proline,collagen,Inhibitor,cis4HydroxyLproline,tumor,cis 4 Hydroxy L proline,inhibit,Endogenous Metabolite,fibroblast

Coclaurine Impurity 4

(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid/cis-4-Hydroxy-L-proline

<i>cis</i>-4-Hydroxy-<sc>L</sc>-proline

(2S,4S)-cis-4-hydroxy-L-proline

618-27-9

618-21-7

Specialty Synthesis

Proline Derivatives

Peptide Synthesis