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
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)
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.
N-Bromosuccinimide Price
- Product number
- H0985
- Product name
- L-Homophenylalanine
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $52
- Updated
- 2024/03/01
- Product number
- H0985
- Product name
- L-Homophenylalanine
- Purity
- >98.0%(T)
- Packaging
- 100mg
- Price
- $16
- Updated
- 2024/03/01
- Product number
- H27295
- Product name
- L-Homophenylalanine, 98%
- Packaging
- 1g
- Price
- $61.65
- Updated
- 2024/03/01
- Product number
- H27295
- Product name
- L-Homophenylalanine, 98%
- Packaging
- 5g
- Price
- $179.65
- Updated
- 2024/03/01
- Product number
- H27295
- Product name
- L-Homophenylalanine, 98%
- Packaging
- 25g
- Price
- $559.65
- Updated
- 2024/03/01
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
L-Homophe-OH Suppliers
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- Canada
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View Lastest Price from L-Homophe-OH manufacturers
- 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
- 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
- Product
- L-Homophenylalanine 943-73-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-04