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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
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.

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

Raw materials

Preparation Products

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cis-4-Hydroxy-L-proline Suppliers

Christof Senn Laboratories AG
Tel
--
Fax
--
Email
christof.senn@cslabs.ch
Country
Switzerland
ProdList
502
Advantage
58
Bachem AG
Tel
--
Fax
--
Email
sales.ch@bachem.com
Country
Switzerland
ProdList
434
Advantage
58
SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from cis-4-Hydroxy-L-proline manufacturers

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
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
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:


  • 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
  • 618-27-9
  • 618-21-7
  • Specialty Synthesis
  • Proline Derivatives
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
  • Amino Acids
  • Biochemistry