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
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 | 8JYL44CC06 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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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 |
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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 | 2024-03-01 | Buy |
TCI Chemical | H0985 | L-Homophenylalanine >98.0%(T) | 943-73-7 | 100mg | $16 | 2024-03-01 | Buy |
Alfa Aesar | H27295 | L-Homophenylalanine, 98% | 943-73-7 | 1g | $61.65 | 2024-03-01 | Buy |
Alfa Aesar | H27295 | L-Homophenylalanine, 98% | 943-73-7 | 5g | $179.65 | 2024-03-01 | Buy |
Alfa Aesar | H27295 | L-Homophenylalanine, 98% | 943-73-7 | 25g | $559.65 | 2024-03-01 | 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.
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
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.
L-Homophe-OH Preparation Products And Raw materials
Supplier | Tel | 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 | 12456 | 58 |
Chongqing Zhihe Biopharmaceutical Co., Ltd. | +86-18580541567 +86-17782035140 | sales@zhswyy.com | China | 338 | 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 | 15928 | 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 | 21691 | 55 |
Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 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 | |
---|---|---|---|---|---|---|---|---|
2024-04-26 | L-Homophe-OH
943-73-7
|
US $0.00-0.00 / kg | 0.10000000149011612kg | 99 | 20tons | Chongqing Zhihe Biopharmaceutical Co., Ltd. | ||
2024-04-26 | L-Homophe-OH
943-73-7
|
US $0.00-0.00 / kg | 1kg | 99% | 1T+ | Sichuan HongRi Pharma-Tech Co.,Ltd | ||
2023-10-16 | L-Homophenylalanine
943-73-7
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd |
- L-Homophe-OH
943-73-7
- US $0.00-0.00 / kg
- 99
- Chongqing Zhihe Biopharmaceutical Co., Ltd.
- L-Homophe-OH
943-73-7
- US $0.00-0.00 / kg
- 99%
- Sichuan HongRi Pharma-Tech Co.,Ltd
- L-Homophenylalanine
943-73-7
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd