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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
Molecular Weight:
179.22
MDL Number:
MFCD00002619
MOL File:
943-73-7.mol
Last updated:2025-02-06 18:17:50

L-Homophe-OH Properties

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.
form Solid
pka 2.32±0.10(Predicted)
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)
FDA UNII

SAFETY

Risk and Safety Statements

Symbol(GHS)  trực tiếp đá gà hôm nayLiên kết đăng nhập
GHS07
Signal word  Warning
Hazard statements  H302-H312-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xi
Safety Statements  22-24/25
WGK Germany  3
HS Code  29224999
NFPA 704
0
1 0

L-Homophe-OH price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical H0985 L-Homophenylalanine >98.0%(T) 943-73-7 1g $52 2025-03-01 Buy
TCI Chemical H0985 L-Homophenylalanine >98.0%(T) 943-73-7 100mg $16 2025-03-01 Buy
Alfa Aesar H27295 L-Homophenylalanine, 98% 943-73-7 1g $61.65 2025-03-01 Buy
Alfa Aesar H27295 L-Homophenylalanine, 98% 943-73-7 5g $179.65 2025-03-01 Buy
Alfa Aesar H27295 L-Homophenylalanine, 98% 943-73-7 25g $559.65 2025-03-01 Buy
Product number Packaging Price Buy
H0985 1g $52 Buy
H0985 100mg $16 Buy
H27295 1g $61.65 Buy
H27295 5g $179.65 Buy
H27295 25g $559.65 Buy

L-Homophe-OH Chemical Properties,Uses,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.
//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

Antitumor agent.

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.

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.

108960-95-8
943-73-7
Synthesis of L-Homophe-OH from Benzenebutanoic acid, α-amino-, sodium salt (1:1), (αS)-
Global( 539)Suppliers
Supplier Tel Email Country ProdList Advantage
DONBOO AMINO ACID COMPANY
+8613063595538 donboo@donboo.com China 9365 58
Sichuan HongRi Pharma-Tech Co.,Ltd
+86-028-64841719 +8618980456393 daisy@enlaibio.com China 1369 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12454 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 382 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15371 58
Taizhou Tianhong Biochemistry Technology Co., Ltd.
0523-86132544 sales@thbiochem.com CHINA 305 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21696 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9353 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60

View Lastest Price from L-Homophe-OH manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
trực tiếp đá gà hôm nayLiên kết đăng nhập 2025-04-11 L-Homophe-OH
943-73-7
US $0.00-0.00 / kg 1kg 99% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
trực tiếp đá gà hôm nayLiên kết đăng nhập 2025-04-07 L-Homophe-OH
943-73-7
US $0.00-0.00 / kg 0.10000000149011612kg 99 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
trực tiếp đá gà hôm nayLiên kết đăng nhập 2024-10-16 L-Homophenylalanine
943-73-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
  • trực tiếp đá gà hôm nayLiên kết đăng nhập
  • L-Homophe-OH
    943-73-7
  • US $0.00-0.00 / kg
  • 99%
  • Sichuan HongRi Pharma-Tech Co.,Ltd
  • trực tiếp đá gà hôm nayLiên kết đăng nhập
  • L-Homophe-OH
    943-73-7
  • US $0.00-0.00 / kg
  • 99
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
(+)-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-PHENYLBUTYRIC ACID (S)-2-AMINO-4-PHENYLBUTYRIC ACID (S)-HOMOPHENYLALANINE (2S)-2-Amino-4-phenylbutyric acid (S)-APBA (aS)-α-Aminobenzenebutanoic Acid L-Benzylalanine L--Phenylbutyrine (aS)-a-Aminobenzenebutanoic Acid L-HOMOPHENYLALANINE extrapure L-HPhe-OH Benzenebutanoic acid, alpha-amino-, (S)- 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 H-HPH-OH H-HOMOPHE-OH H-HOPHE-OH H-HFE-OH HOMO-L-PHENYLALANINE HOMOPHENYLALANINE, L- 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 TIANFUCHEM--943-73-7---L-Homophenylalanine L-Homophenylalanine USP/EP/BP -HomophenyL L-Homophenylalanine> (2S)-2-ammonio-4-cyclohexylbutanoate Boc-D-&beta Fmoc-4-nitro-L-&beta Benzenebutanoic acid, α-amino-, (αS)- HOMOPHENYLALANINE HPHE (S)-2-AMINO-4-PHENYLBUTANOIC ACID L-Homophenylalanine,97% (αS)?-α-?Amino-benzenebutanoic Acid
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