| Identification | More | [Name]
cis-4-Hydroxy-L-proline | [CAS]
618-27-9 | [Synonyms]
(2S,4S)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID
(2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
ALLO-4-HYDROXY-L-PROLINE
CHYP
CIS-4-HYDROXY-L-PROLINE
CIS-HYDROXYPROLINE
CIS-HYP-OH
CIS-L-4-HYDROXYPROLINE
H-CIS-HYP-OH
H-L-CIS-HYP-OH
H-PRO(CIS-4-OH)-OH
HYDROXY-L-PROLINE [ALLO]
L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID
L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLLIC ACID
L-ALLO-HYDROXYPROLINE
L-CIS-4-HYDROXYPROLINE
L-CIS-HYDROXYPROLINE
cis-4-L-Hydroxyproline
(2S,4S)-(-)-4-Hydroxypyrrolidin-2-ylcarboxylic acid
CIS-4-HYDROXY-L-PROLINE NATURAL ISOMER | [EINECS(EC#)]
210-542-1 | [Molecular Formula]
C5H9NO3 | [MDL Number]
MFCD00064319 | [Molecular Weight]
131.13 | [MOL File]
618-27-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to beige powder | [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. ]
Store at RT. | [solubility ]
soluble | [form ]
Powder | [pka]
2.14±0.40(Predicted) | [color ]
White to beige | [Water Solubility ]
soluble | [Merck ]
4840 | [BRN ]
81440 | [InChIKey]
PMMYEEVYMWASQN-IMJSIDKUSA-N | [CAS DataBase Reference]
618-27-9(CAS DataBase Reference) | [EPA Substance Registry System]
618-27-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
10 | [TSCA ]
Yes | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [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 line and rat pancreatic carcinoma cell line DSL6A. | [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]
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. |
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