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L-Hydroxyproline

CAS No.
51-35-4
Chemical Name:
L-Hydroxyproline
Synonyms
TRANS-4-HYDROXY-L-PROLINE;Hyp;HYDROXYPROLINE;(2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;4-HYDROXY-L-PROLINE;H-HYP-OH;4-Hydroxyproline;4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;4R-4-hydroxyproline;5kg
CBNumber:
CB8357870
Molecular Formula:
C5H9NO3
Molecular Weight:
131.13
MDL Number:
MFCD00064320
MOL File:
51-35-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Hydroxyproline Pharmaceutical Secondary Standard; Certified Reference Material PHR1939 500MG $201
trans-4-Hydroxy-L-proline ≥99% H54409 2.5g $43
trans-4-Hydroxy-L-proline BioXtra, ≥99.0% (NT) 56250 5 g $58.7
trans-4-Hydroxy-L-proline BioXtra, ≥99.0% (NT) 56250 100 g $360
trans-4-Hydroxy-L-proline analytical standard 41875 100mg $80.5
More product size

L-Hydroxyproline Properties

Melting point 273 °C (dec.)(lit.)
alpha -75.5 º (c=5, H2O)
Boiling point 242.42°C (rough estimate)
bulk density 610kg/m3
Density 1.3121 (rough estimate)
vapor density 4.5 (vs air)
refractive index -75.5 ° (C=4, H2O)
storage temp. Store below +30°C.
solubility H2O: 50 mg/mL
pka 1.82, 9.66(at 25℃)
form Crystals or Crystalline Powder
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
Cosmetics Ingredients Functions HAIR CONDITIONING
ANTISTATIC
SURFACTANT - CLEANSING
SKIN CONDITIONING
InChI 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
InChIKey PMMYEEVYMWASQN-DMTCNVIQSA-N
SMILES O[C@H]1CN[C@@H](C1)C(O)=O
LogP -0.350 (est)
CAS DataBase Reference 51-35-4(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) L-HYDROXYPROLINE
EWG's Food Scores 1
FDA UNII RMB44WO89X
NIST Chemistry Reference Hydroxyproline(51-35-4)
EPA Substance Registry System trans-4-Hydroxy-L-proline (51-35-4)
UNSPSC Code 85151701
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
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  TSCA listed
HazardClass  IRRITANT
HS Code  29339990
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

L-Hydroxyproline price More Price(89)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1939 Hydroxyproline Pharmaceutical Secondary Standard; Certified Reference Material 51-35-4 500MG $201 2026-03-19 Buy
Sigma-Aldrich H54409 trans-4-Hydroxy-L-proline ≥99% 51-35-4 2.5g $43 2026-03-19 Buy
Sigma-Aldrich 56250 trans-4-Hydroxy-L-proline BioXtra, ≥99.0% (NT) 51-35-4 5 g $58.7 2026-03-19 Buy
Sigma-Aldrich 56250 trans-4-Hydroxy-L-proline BioXtra, ≥99.0% (NT) 51-35-4 100 g $360 2026-03-19 Buy
Sigma-Aldrich 41875 trans-4-Hydroxy-L-proline analytical standard 51-35-4 100mg $80.5 2026-03-19 Buy
Product number Packaging Price Buy
PHR1939 500MG $201 Buy
H54409 2.5g $43 Buy
56250 5 g $58.7 Buy
56250 100 g $360 Buy
41875 100mg $80.5 Buy

L-Hydroxyproline Chemical Properties,Uses,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 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.

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.

Definition

ChEBI: An optically active form of 4-hydroxyproline having L-trans-configuration.

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.

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.]

147-85-3
51-35-4
Synthesis of L-Hydroxyproline from L-Proline
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View Lastest Price from L-Hydroxyproline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Hydroxyproline pictures 2026-04-30 L-Hydroxyproline
51-35-4
US $0.00 / Kg/Drum 1KG 98.5%-101.0%; AJI92 10 TONS WUHAN FORTUNA CHEMICAL CO., LTD
L-Hydroxyproline pictures 2026-04-29 L-Hydroxyproline
51-35-4
0.99 RongNa Biotechnology Co.,Ltd
L-Hydroxyproline pictures 2026-04-22 L-Hydroxyproline
51-35-4
US $0.00 / removed 99.92% 10g TargetMol Chemicals Inc.
  • L-Hydroxyproline pictures
  • L-Hydroxyproline
    51-35-4
  • US $0.00 / Kg/Drum
  • 98.5%-101.0%; AJI92
  • WUHAN FORTUNA CHEMICAL CO., LTD
H-HYP-OH (TRANS) H-L-HYDROXYPROLINE H-L-HYP-OH H-TRANS-HYP-OH HYDROXY-L-PROLINE 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 L-trans-4-Hydroxy-L-proline L-Hydroxyproline AJI92 -HydroxyproL (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-Proline, 4-hydroxy-, (4R)- L-HYDROXY PROLINE/TRANS-L-4-HYDROXYPROLINE L-HYDROXYPROLINE51-35-4 HYDROXY-L-PROLINE, trans-4-(RG) (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic TRANS-4-HYDROXY-L-PROLINE (MICROBIAL & L(-)-Hydroxy-4 proline 4-HYDROXY-L-PROLINE 99% L-HYDROXYPROLINE extrapure CHR trans-4-Hydroxy-L-proline, (4R)-4-Hydroxy-L-proline HPDR HPDR1 PHEX trans-4-Hydroxy-L-proline Vetec(TM) reagent grade, 99% L-Proline, 4-hydroxy-, trans- (9CI) L-threo-4-hydroxyproline Proline, 4-hydroxy- (VAN) allo-4-Hydroxyproline allo-L-Hydroxyproline D-Proline, 4-hydroxy-, cis- L-Proline, 4-hydro L-Proline, 4-hydroxy-, cis- L-Proline, allo-hydroxy- OH-pro oxyproline Proline, 4-allo-hydroxy-, L- Pyrrolidin-4-ol-2-carboxylic acid Trans-4-hydroxy-proline -L- (R)-4-Hydroxy-(S)-proline 4(R)-Hydroxy-2(S)-pyrrolidinecarboxylic Acid 4-trans-Hydroxy-L-proline NSC 46704 L-Hydroxyproline (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic Acid