ChemicalBook > CAS DataBase List > L-Hydroxyproline

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
More
Less

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)
More
Less

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
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H54409
Product name
trans-4-Hydroxy-L-proline
Purity
≥99%
Packaging
2.5g
Price
$39.2
Updated
2024/03/01
Sigma-Aldrich
Product number
41875
Product name
trans-4-Hydroxy-L-proline
Purity
analytical standard
Packaging
100mg
Price
$72.7
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1939
Product name
Hydroxyproline
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
500MG
Price
$151
Updated
2022/05/15
TCI Chemical
Product number
H0296
Product name
trans-4-Hydroxy-L-proline
Purity
>99.0%(HPLC)(T)
Packaging
5g
Price
$28
Updated
2024/03/01
TCI Chemical
Product number
H0296
Product name
trans-4-Hydroxy-L-proline
Purity
>99.0%(HPLC)(T)
Packaging
25g
Price
$68
Updated
2024/03/01
More
Less

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

Soy bean Isoflavone Isoflavone 10-40% Α-protein Bone glue Casein Gelatin

Preparation Products

N-Boc-cis-4-Hydroxy-L-proline methyl ester (R)-(-)-3-Pyrrolidinol hydrochloride (2S,4S)-(-)-N-BOC-4-Diphenylphosphino-2-diphenylphosphinomethyl-pyrrolidine
More
Less

L-Hydroxyproline Suppliers

Americas 1 Australia 1 Belgium 3 Canada 6 China 755 Europe 3 France 2 Germany 18 Hungary 1 India 49 Japan 13 Poland 2 Russia 1 Singapore 1 Slovakia 1 Switzerland 8 The Netherlands 1 Ukraine 1 United Kingdom 17 United States 106 Global 990
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
ChemPep, Inc.
Tel
+1 (888) 615-9178 / (561) 791-8787
Fax
+1 (561) 791-8728
Email
service@chempep.com
Country
United States
ProdList
2138
Advantage
57
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
ALB Technology Limited
Tel
702-983-3769
Fax
702-983-3769
Email
sales@albtechnology.com
Country
United States
ProdList
2993
Advantage
55
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38631
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Youth (Shanghai) Chemical Technology Co., Ltd.
Tel
--
Fax
--
Email
sales_youthchem@163.com
Country
United States
ProdList
55
Advantage
0
Sarchem Laboratories, Inc.
Tel
--
Fax
--
Email
info@sarchemlabs.com
Country
United States
ProdList
736
Advantage
58
Scandinavian Formulas
Tel
--
Fax
--
Email
mikep@scandinavianformulas.com
Country
United States
ProdList
1550
Advantage
58
Bachem Americas, Inc.
Tel
--
Fax
--
Email
sales.us@bachem.com
Country
United States
ProdList
161
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Hestia Laboratories, Inc.
Tel
--
Fax
--
Email
info@hestialabs.com
Country
United States
ProdList
167
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
MP Biomedicals, LLC. (Division of Valiant FC Co., Ltd.)
Tel
--
Fax
--
Email
serv@mpbio.com
Country
United States
ProdList
1854
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Kyowa Hakko U.S.A., Inc.
Tel
--
Fax
--
Country
United States
ProdList
25
Advantage
58
Wilshire Technologies, Inc.
Tel
--
Fax
--
Email
info@wilshiretechnologies.com
Country
United States
ProdList
893
Advantage
58
Lalilab, Inc
Tel
--
Fax
--
Email
info@lalilab.com
Country
United States
ProdList
69
Advantage
58
Chem-Impex International, Inc. (CII)
Tel
--
Fax
--
Email
Customer@chemimpex.com
Country
United States
ProdList
893
Advantage
58
TCI America, Inc. (Tokyo Chemical Industry Co., Ltd.)
Tel
--
Fax
--
Email
.Crew@tcichemicals.com
Country
United States
ProdList
3164
Advantage
58
Chemphtec Corporation
Tel
--
Fax
--
Email
fo@chemphtec.com
Country
United States
ProdList
2181
Advantage
58
Advanced ChemTech (a division of CreoSalus Inc.)
Tel
--
Fax
--
Email
info@advancedchemtech.com
Country
United States
ProdList
177
Advantage
58
PROMY International Group
Tel
--
Fax
--
Email
sales@promy.com
Country
United States
ProdList
52
Advantage
42
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Chiral Management
Tel
--
Fax
--
Email
sales@chiralmanagement.com
Country
United States
ProdList
1332
Advantage
30
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
BroadPharm. Inc.
Tel
--
Fax
--
Email
sales@broadpharm.com
Country
United States
ProdList
891
Advantage
50
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
AAPPTEC
Tel
--
Fax
--
Email
info@aapptec.com
Country
United States
ProdList
533
Advantage
0
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
NutriScience Innovations, LLC
Tel
--
Fax
--
Email
sales@nutriscienceusa.com
Country
United States
ProdList
141
Advantage
64
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
More
Less

View Lastest Price from L-Hydroxyproline manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L-Hydroxyproline 51-35-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-24
Hebei Saisier Technology Co., LTD
Product
L-Hydroxyproline 51-35-4
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-04-18
Hebei Mujin Biotechnology Co.,Ltd
Product
4-hydroxy-L-proline 51-35-4
Price
US $0.00/Kg/Bag
Min. Order
1ASSAYS
Purity
99%
Supply Ability
20ton
Release date
2021-10-14

51-35-4, L-HydroxyprolineRelated Search:

D-Proline trans-4-Hydroxy-D-proline trans,trans-2,4-Undecadienal N-Acetyl-L-Hydroxyproline L-Proline CHLOROPHOSPHONAZO III L-PROLINE-(4-3H(N)) trans-4-Hydroxy-L-proline methyl ester hydrochloride L-(+)-Prolinol L-Leucine Methyl L-leucinate hydrochloride cis-4-Hydroxy-D-proline Boc-Hyp-OH cis-4-Hydroxy-L-proline BETONICINE (2S,4R)-BOC 4-HYDROXYPROLINE METHYL ESTER,(2S,4R)-BOC 4-HYDROXYPROLINE METHYL ESTER,(2S,4R)-BOC 4-HYDROXYPROLINE METHYL ESTER BOC-HYP(BZL)-OH Fmoc-Hyp(tBu)-OH

  • H-HYP-OH
  • H-HYP-OH (TRANS)
  • H-L-HYDROXYPROLINE
  • H-L-HYP-OH
  • H-TRANS-HYP-OH
  • HYDROXYPROLINE
  • 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
  • L-4-HYDROXYPROLINE
  • L4-4-HYDROXY-2-PYRROLIDINE-CARBOXYLIC ACID TRANS ISOMER
  • L-TRANS-4-HYDROXYPROLINE
  • L-HYP
  • 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-
  • 4R-4-hydroxyproline