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

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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)
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)

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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

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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.

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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

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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

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

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L-Hydroxyproline Suppliers

Americas 1 Australia 1 Belgium 3 Canada 6 China 756 Europe 3 France 2 Germany 18 Hungary 1 India 50 Japan 13 Poland 2 Russia 1 Singapore 1 Slovakia 1 Switzerland 8 The Netherlands 1 Ukraine 1 United Kingdom 17 United States 106 Global 992

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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

HebeiShuoshengImportandExportco.,Ltd

Product: L-Hydroxyproline 51-35-4
Price: US $6.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000KG/Month
Release date: 2024-08-08

WUHAN FORTUNA CHEMICAL CO., LTD

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

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

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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