L-Homophe-OH

ChemicalBook > CAS DataBase List > L-Homophe-OH

Description References

Product Name: L-Homophe-OH
CAS No.: 943-73-7
Chemical Name: L-Homophe-OH
Synonyms: HOMOPHENYLALANINE;(S)-2-AMINO-4-PHENYLBUTANOIC ACID;HPHE;LHPA;(S)-APBA;H-HPH-OH;H-HFE-OH;L-HPhe-OH;L-HOMOPHE;H-L-HPA-OH
CBNumber: CB8206268
Molecular Formula: C10H13NO2
Formula Weight: 179.22
MOL File: 943-73-7.mol

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L-Homophe-OH Property

Melting point:: >300 °C(lit.)
alpha: 45 º (C=1, 3N HCl 19 ºC)
Boiling point:: 311.75°C (rough estimate)
Density: 1.1248 (rough estimate)
refractive index: 44 ° (C=1, 3mol/L HCl)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Soluble in dilute aqueous acid.
pka: 2.32±0.10(Predicted)
form: Solid
color: White to Off-White
InChI: InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/s3
InChIKey: JTTHKOPSMAVJFE-VIFPVBQESA-N
SMILES: C(O)(=O)[C@H](CCC1=CC=CC=C1)N |&1:3,r|
CAS DataBase Reference: 943-73-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Safety Statements: 22-24/25
WGK Germany: 3
HS Code: 29224999

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: H0985
Product name: L-Homophenylalanine
Purity: >98.0%(T)
Packaging: 1g
Price: $52
Updated: 2024/03/01

TCI Chemical

Product number: H0985
Product name: L-Homophenylalanine
Purity: >98.0%(T)
Packaging: 100mg
Price: $16
Updated: 2024/03/01

Alfa Aesar

Product number: H27295
Product name: L-Homophenylalanine, 98%
Packaging: 1g
Price: $61.65
Updated: 2024/03/01

Alfa Aesar

Product number: H27295
Product name: L-Homophenylalanine, 98%
Packaging: 5g
Price: $179.65
Updated: 2024/03/01

Alfa Aesar

Product number: H27295
Product name: L-Homophenylalanine, 98%
Packaging: 25g
Price: $559.65
Updated: 2024/03/01

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L-Homophe-OH Chemical Properties,Usage,Production

Description

L-Homophenylalanine is an amino acid derivative. It has been extensively used in the pharmaceutical industry as a precursor for production of angiotensin-converting enzyme (ACE) inhibitor: enalapril, delapril, quinapril and ramipril, which possesses significant clinical application in the management of hypertension and congestive heart failure (CHF). It acts as an anti-tumor reagent.

References

Hwang, J. Y., et al. "Simultaneous synthesis of 2-phenylethanol and L-homophenylalanine using aromatic transaminase with yeast Ehrlich pathway." Biotechnology & Bioengineering 102.5(2009):1323-9.
Ahmad, A. L., P. C. Oh, and S. R. Abd Shukor. "Sustainable biocatalytic synthesis of L-homophenylalanine as pharmaceutical drug precursor."Biotechnology Advances 27.3(2009):286-296.
https://www.alfa.com/en/catalog/H27295/

Application

L-homophenylalanine is used almost exclusively as single stereoisomer in pharmaceutical drug production. L-homophenylalanine as a common building block, due to the presence of L-homophenylalanine moiety as the central pharmacophore unit. L-homophenylalanine is also an important chiral intermediate to synthesize a variety of novel pharmaceuticals including β-lactam antibiotics, acetylcholinesterase inhibitor and neutral endopeptidace (NEP) inhibitor which retained their status as major contributors to human health preservation. L-homophenylalanine acts as a precursor for the synthesis of NEP inhibitors, which complements the effects of ACE inhibitors when used simultaneously, potentiates the outcome in the management of hypertension and congestive heart failure[1].

Chemical Properties

White Solid

Uses

L-Homophenylalanine is used as a precursor in the pharmaceutical industry for the production of angiotensin-converting enzyme (ACE) and R-(-)-Homophenylalanin-ethylester. It is also involved in the synthesis of NEPA [(S,S)-N-(1-Ethoxycarbonyl-3-phenylpropyl)alanine], which is a key intermediate to prepare the ACE-inhibitors: enalapril, delapril, quinapril and ramipril. It acts as an anti-tumor reagent.

Uses

Antitumor agent.

Definition

ChEBI: A non-proteinogenic L-alpha-amino acid that is an analogue of L-phenylalanine having a 2-phenylethyl rather than a benzyl side-chain.

Production Methods

Asymmetric reduction of prochiral ketone remains one of the most investigated methods to date for production of chiral L-homophenylalanine. One of the most established method for synthesizing L-homophenylalanine on a laboratory scale was carried out via enzyme-catalyzed asymmetric synthesis of keto acids. In this method, prochiral ketone was converted via reductive amination to enantiopure products with bulky side chains by addition of biocatalysts such as L-homophenylalanine dehydrogena. in the presence of cofactor. L-phenylalanine dehydrogenase is by and large preferred as it has mainly a catabolic function and accepts a wide variety of keto acids as substrates hence it is generally employed in the synthesis of L-homophenylalanine which carries very bulky side chains[1].

References

[1] Ahmad A, et al. Sustainable biocatalytic synthesis of L-homophenylalanine as pharmaceutical drug precursor. Biotechnology Advances, 2009; 27: 286-296.

L-Homophe-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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L-Homophe-OH Suppliers

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View Lastest Price from L-Homophe-OH manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: L-Homophe-OH 943-73-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1T+
Release date: 2023-09-25

WUHAN FORTUNA CHEMICAL CO., LTD

Product: L-Homophenylalanine 943-73-7
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98.0%-101.0%
Supply Ability: 500kg
Release date: 2021-07-28

Hebei Mojin Biotechnology Co., Ltd

Product: L-Homophenylalanine 943-73-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-10-16

943-73-7, L-Homophe-OHRelated Search:

4-(4-Aminophenyl)butyric acid Boc-D-Tyr-OH ALTRENOGEST α-Lipoic Acid L(+)-Arginine Glycine Betaine 4-Phenylbutyric acid METHYL 4-(4-AMINOPHENYL)BUTANOATE 4-Aminobutyric acid L-Homophenylalanine ethyl ester hydrochloride Phenylacetone N-[(tert-Butoxy)carbonyl]-D-tryptophan FMOC-4-TRIFLUOROMETHYL-D-BETA-HOMOPHENYLALANINE BOC-(S)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID [-/+]-2-AMINO-4-PHENYLBUTYRIC ACID,DL-ALPHA-AMINO-4-PHENYLBUTYRIC ACID 2,4-DICHLORO-L-BETA-HOMOPHENYLALANINE HYDROCHLORIDE N-T-BUTOXYCARBONYL-(S)-3-AMINO-4-PHENYLBUTYRIC ACID,(S)-3-(BOC-AMINO)-4-PHENYLBUTYRIC ACID

(+)-2-Amino-4-phenylbutyric acid,98%

S)-α-Amino-benzenebutanoic acid

L-(S)-Homophenylalanine.HCl

L-Homophenylalanine ,98%

H-L-HPA-OH

Benzenebutanoicacid, a-aMino-, (aS)-

H-HoMophe-OH(HoMophenylalanine)

RARECHEM BK PT 0049

(S)-2-AMINO-4-PHENYLBUTANOIC ACID

(S)-(+)-2-AMINO-4-PHENYLBUTYRIC ACID

(S)-2-AMINO-4-PHENYLBUTYRIC ACID

(S)-HOMOPHENYLALANINE

(2S)-2-Amino-4-phenylbutyric acid

(S)-APBA

Benzenebutanoic acid, α-amino-, (αS)-

(aS)-α-Aminobenzenebutanoic Acid

L-Benzylalanine

L--Phenylbutyrine

(aS)-a-Aminobenzenebutanoic Acid

L-HOMOPHENYLALANINE extrapure

L-HPhe-OH

Benzenebutanoic acid, alpha-amino-, (S)-

Fmoc-4-nitro-L-&beta

Boc-D-&beta

Benzenebutanoic acid, .alpha.-amino-, (.alpha.S)-

L-Homophe-OH

(αS)-α-Amino-benzenebutanoic Acid,99%e.e.

2-(S)-AMINO-4-PHENYLBUTANOIC ACID

L-ALPHA-AMINO-4-PHENYLBUTYRIC ACID

L-2-AMINO-4-PHENYLBUTYRIC ACID

L-HOMOPHE

L-(+)-HOMOPHENYLALANINE

L-HOMOPHENYLALANINE

LHPA

HPHE

H-HPH-OH

H-HOMOPHE-OH

H-HOPHE-OH

H-HFE-OH

HOMO-L-PHENYLALANINE

HOMOPHENYLALANINE, L-

HOMOPHENYLALANINE

L- Homophenylalanine (LHPA)

Homophenyl-L-alanine

(+)-2-Amino-4-phenylbutyric acid

H-L-HPhe-OH

L-Homophenylalanine, (S)-2-Amino-4-phenyl-butyric acid

L-Homophenylalanine99%

L-Homophenylalanine 99%

(2R)-2-amino-4-phenylbutanoic acid

(S)-ALPHA-AMINOBENZENEBUTANOIC ACID

(2S)-2-ammonio-4-cyclohexylbutanoate

L-Homophenylalanine&gt

-HomophenyL

L-Homophenylalanine USP/EP/BP

TIANFUCHEM--943-73-7---L-Homophenylalanine

L-Homophenylalanine,97%

(αS)?-α-?Amino-benzenebutanoic Acid