L-4-Hydroxyprolin
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- CAS-Nr.
- 51-35-4
- Bezeichnung:
- L-4-Hydroxyprolin
- Englisch Name:
- L-Hydroxyproline
- Synonyma:
- TRANS-4-HYDROXY-L-PROLINE;HYDROXYPROLINE;(2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;Hyp;4-Hydroxyproline;4-HYDROXY-L-PROLINE;H-HYP-OH;4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;HYDROXY-L-PROLINE;4R-4-hydroxyproline
- CBNumber:
- CB8357870
- Summenformel:
- C5H9NO3
- Molgewicht:
- 131.13
- MOL-Datei:
- 51-35-4.mol
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L-4-Hydroxyprolin Eigenschaften
- Schmelzpunkt:
- 273 °C (dec.)(lit.)
- alpha
- -75.5 º (c=5, H2O)
- Siedepunkt:
- 242.42°C (rough estimate)
- Dichte
- 1.3121 (rough estimate)
- Dampfdichte
- 4.5 (vs air)
- Brechungsindex
- -75.5 ° (C=4, H2O)
- storage temp.
- Store below +30°C.
- Löslichkeit
- H2O: 50 mg/mL
- Aggregatzustand
- Crystals or Crystalline Powder
- pka
- 1.82, 9.66(at 25℃)
- Farbe
- White
- PH
- 5.5-6.5 (50g/l, H2O, 20℃)
- Geruch (Odor)
- Odorless
- Optische Aktivität
- [α]25/D 75.6°, c = 1 in H2O
- Wasserlöslichkeit
- 357.8 g/L (20 º C)
- Merck
- 14,4840
- BRN
- 471933
- InChIKey
- PMMYEEVYMWASQN-DMTCNVIQSA-N
- LogP
- -0.350 (est)
- CAS Datenbank
- 51-35-4(CAS DataBase Reference)
- NIST chemische Informationen
- Hydroxyproline(51-35-4)
- EPA chemische Informationen
- trans-4-Hydroxy-L-proline (51-35-4)
L-4-Hydroxyprolin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
A non-essential amino acid. Can be isolated from gelatin. Hydroxyproline has not been reported as added to food in any of the NAS
surveys.
Chemische Eigenschaften
White crystalline powder
Verwenden
A natural constituent of animal structural proteins such as collagen and elastin. 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.
Vorbereitung Methode
In the past L-Hydroxyproline was isolated by hydrolysis of animal collagen, e. g. gelatine or collagen, of which it is a major constituent. L-Hydroxyproline is an unnatural amino acid which is made in the body by hydroxylation of L-Proline. The presence of L-Hydroxyproline and proline are key to maintaining the stability of the tight collagen helix.
Today L-Hydroxyproline is manufactured by bio-catalysed hydroxylation of proline in bacteria. Together with its other isomers, L-Hydroxyproline is also used as an inter mediate for a range of pharmaceutical active ingredients.
Produced by hydroxylation of L-proline after protein synthesis. It is contained rich in collagen and elastin. Known to stabilization of triple-helix structure of collagen. Widely used as an intermediate for medicines.
Definition
ChEBI: An optically active form of 4-hydroxyproline having L-trans-configuration.
Allgemeine Beschreibung
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
läuterung methode
Crystallise it from MeOH/EtOH (1:1). Separation from normal allo-isomer can be achieved by crystallisation of the copper salts [see Levine Biochemical Preparations 8 114 1961]. Separation from proline is achieved via the crystalline picrate, CdCl2, or acid ammonium rhodanate salts [see Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2182 1961, Kapfhammer & Mohn Z Physiol Chem 306 76 1956]. [Beilstein 22/5 V 7.]
L-4-Hydroxyprolin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
N-Boc-cis-4-Hydroxy-L-proline methyl ester
(R)-(-)-3-Pyrrolidinol hydrochloride
(2S,4S)-(-)-N-BOC-4-Diphenylphosphino-2-diphenylphosphinomethyl-pyrrolidine
tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride
N-Boc-4-oxo-L-Proline methyl ester
Fmoc-L-hydroxyproline
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-4-methyl-, 1,1-dimethylethyl ester, (2S,4S)-
2-PyrrolidineMethanol, 4-hydroxy-, hydrochloride (1:1), (2S,4R)-
(2S-trans)-2-Carboxylato-4-hydroxy-1,1-dimethylpyrrolidinium
TRANS-4-HYDROXY-1-(4-NITROBENZYLOXYCARBONYL)-L-PROLINE
N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER
1-Benzylpyrrol
1-Phenylpyrrol
L-4-Hydroxyprolin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 949)Lieferanten
51-35-4(L-4-Hydroxyprolin)Verwandte Suche:
- (S)-(-)-TRANS-4-HYDROXYPROLINE FOR SYNTH
- trans-4-Hydroxy-L-proline, 99+% 10GR
- trans-4-Hydroxy-L-proline, 99+% 25GR
- trans-4-Hydroxy-L-proline Microbial, cell culture tested
- 4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID
- 4-HYDROXY-L-PROLINE TRANS ISOMER
- (S)-(-)-TRANS-4-HYDROXYPROLINE
- RARECHEM EM WB 0135
- TRANS-L-HYDROXYPROLINE
- TRANS-L-(-)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
- 4-L-Hydroxyproline
- delta-Hydroxyproline
- L-Proline, 4-hydroxy-, trans-
- L-Proline,4-hydroxy-,trans
- Ls-Hydroxyproline
- Proline, 4-hydroxy-
- Proline, 4-hydroxy-, L-
- trans-Hydroxyproline
- (-)-(2S,4R)-4-Hydroxyproline
- L-Hypro
- (4R)-4-Hydroxy-L-proline
- (4R)-4β-Hydroxy-L-proline
- 2-Hydroxy-L-proline
- 2-Hydroxyproline
- L-Hydroxyproline 〔trans-4-Hydroxy-L-proline〕
- L-Hydroxyproline 〔trans-4-Hydroxy-L-proline〕, Animal-Free
- trans-L-4-Hydroxyproline≥ 99% (Titration)
- trans-L-4-HydroxyprolineNon-animal Japanese origin99.0-101.0% (Assay, dry basis)
- trans-4-Hydroxy-L-proline,99%e.e.
- TRANS-4-HYDROXY-L-PROLINE BIOXTRA, >
- (S)-(-)-trans-4-Hydroxyproline for synthesis
- [2S,4S]-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID
- (2S,4R)-(-)-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID
- (2S,4R)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID
- H-HYP-OH (TRANS)
- H-L-HYDROXYPROLINE
- H-L-HYP-OH
- H-TRANS-HYP-OH
- HYDROXY-L-PROLINE, TRANS-4-
- HYDROXYPROLINE, L-
- L-(-)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
- L-4-TRANS-HYDROXYPROLINE
- L-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID
- L-4-HYDROXY-2-PYRROLIDINE-CARBOXYLIC ACID TRANS-ISOMER
- L4-4-HYDROXY-2-PYRROLIDINE-CARBOXYLIC ACID TRANS ISOMER
- L-TRANS-4-HYDROXYPROLINE
- L-HYDROXYPROLINE
- (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acidHyp
- 4-hydroxy-L-proline (trans)
- TRANS-4-HYDROXY-L-PROLINE, 99+%
- L-HydroxyprolineForBiochemistry
- L-Hydroxyproline99+%
- L-HYDROXYPROLINE ( AKA ) TRANS 4 HYDROXY L PROLINE
- TRANS 4 HYDROXY L PROLINE (HYPRO)
- TRANS-L-HYDROXYPROLINE, (2S,4R)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID
- L-HYDROXY PROLINE/TRANS-L-4-HYDROXYPROLINE
- L-HYDROXYPROLINE51-35-4
- HYDROXY-L-PROLINE, trans-4-(RG)
