L-Hydroxyproline
- Product Name
- L-Hydroxyproline
- CAS No.
- 51-35-4
- Chemical Name
- L-Hydroxyproline
- Synonyms
- 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
- Molecular Formula
- C5H9NO3
- Formula Weight
- 131.13
- MOL File
- 51-35-4.mol
L-Hydroxyproline Property
- Melting point:
- 273 °C (dec.)(lit.)
- alpha
- -75.5 º (c=5, H2O)
- Boiling point:
- 242.42°C (rough estimate)
- Density
- 1.3121 (rough estimate)
- bulk density
- 610kg/m3
- vapor density
- 4.5 (vs air)
- refractive index
- -75.5 ° (C=4, H2O)
- storage temp.
- Store below +30°C.
- solubility
- H2O: 50 mg/mL
- form
- Crystals or Crystalline Powder
- pka
- 1.82, 9.66(at 25℃)
- color
- White
- Odor
- Odorless
- PH
- 5.5-6.5 (50g/l, H2O, 20℃)
- optical activity
- [α]25/D 75.6°, c = 1 in H2O
- Water Solubility
- 357.8 g/L (20 º C)
- Merck
- 14,4840
- BRN
- 471933
- InChIKey
- PMMYEEVYMWASQN-DMTCNVIQSA-N
- LogP
- -0.350 (est)
- CAS DataBase Reference
- 51-35-4(CAS DataBase Reference)
- NIST Chemistry Reference
- Hydroxyproline(51-35-4)
- EPA Substance Registry System
- trans-4-Hydroxy-L-proline (51-35-4)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 24/25-36/37/39-27-26
- WGK Germany
- 3
- RTECS
- TW3586500
- TSCA
- Yes
- HazardClass
- IRRITANT
- HS Code
- 29339990
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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- PHR1939
- Product name
- Hydroxyproline
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 500MG
- Price
- $176.7
- Updated
- 2025/07/31
- Product number
- H54409
- Product name
- trans-4-Hydroxy-L-proline
- Purity
- ≥99%
- Packaging
- 2.5g
- Price
- $40.4
- Updated
- 2025/07/31
- Product number
- 56250
- Product name
- <I>trans</I>-4-Hydroxy-<SC>L</SC>-proline
- Purity
- BioXtra, ≥99.0% (NT)
- Packaging
- 5 g
- Price
- $55.1
- Updated
- 2025/07/31
- Product number
- 56250
- Product name
- <I>trans</I>-4-Hydroxy-<SC>L</SC>-proline
- Purity
- BioXtra, ≥99.0% (NT)
- Packaging
- 25 g
- Price
- $108
- Updated
- 2025/07/31
- Product number
- 56250
- Product name
- <I>trans</I>-4-Hydroxy-<SC>L</SC>-proline
- Purity
- BioXtra, ≥99.0% (NT)
- Packaging
- 100 g
- Price
- $169
- Updated
- 2025/07/31
L-Hydroxyproline Chemical Properties,Usage,Production
Description
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.
Chemical Properties
White crystalline powder
Uses
A versatile reagent for the synthesis of neuroexcitatory kainoids and antifungal echinocandins.
Uses
hydroxyproline is a skin-conditioning amino acid. It is a component of collagen.
Uses
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.
Production Methods
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.
General Description
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
reaction suitability
reaction type: solution phase peptide synthesis
Biochem/physiol Actions
Trans-4-Hydroxy-L-proline is used in the organic synthesis of depsilairdin analogues, noncompetitive peptidomimetic inhibitors of multidrug resistance P-glycoprotein and 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analogues.
Purification Methods
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-Hydroxyproline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from L-Hydroxyproline manufacturers
- Product
- L-Hydroxyproline 51-35-4
- Price
- US $1.00-4.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2025-05-19
- Product
- L-Hydroxyproline 51-35-4
- Price
- US $5.00-0.50/KG
- Min. Order
- 1KG
- Purity
- 99% hplc
- Supply Ability
- 500TONS
- Release date
- 2025-05-08
- Product
- L-Hydroxyproline 51-35-4
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 98.5%-101.0%; AJI92
- Supply Ability
- 10 TONS
- Release date
- 2021-07-27