L-Phenylglycine
Synonym(s):(S)-(+)-2-Phenylglycine;S-(+)-α-Aminophenylacetic acid;L -2-Phenylglycine
- CAS NO.:2935-35-5
- Empirical Formula: C8H9NO2
- Molecular Weight: 151.16
- MDL number: MFCD00064403
- EINECS: 220-909-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-21 15:02:05
What is L-Phenylglycine?
Description
L-Phenylglycine is an amide that belongs to the group of pyridoxal phosphate analogues. It has been shown to be a response element for enzymes and natural compounds in Escherichia coli and Saccharomyces cerevisiae. It inhibits aminotransferase activity, dopamine synthesis, and microbial metabolism in these organisms. This compound also has a structural analysis that includes x-ray diffraction data, which can be used to identify its three-dimensional structure.
Chemical properties
White crystalline powder
The Uses of L-Phenylglycine
L-(+)-2-Phenylglycine is a derivative of Glycine (G615990), the smallest of all the amino acids, and is also used to treat schizophrenia, stroke, and benign prostatic hyperplasia. L-(+)-2-Phenylglycine is also used as an N-linked side chain of an SMTP (Stachybotrys microspora tripenyl phenols) congener, which was potent in enhancing plasminogen activation in S. microspora.
Definition
ChEBI: The S stereoisomer of alpha-phenylglycine.
Purification Methods
Crystallise it from EtOH. [Kaneko J Chem Soc Jpn 60 538 1939, Rudman et al. J Am Chem Soc 74 551 1952, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2694-2697 1961, Beilstein 14 III 1187, 14 IV 1317.]
Properties of L-Phenylglycine
Melting point: | >300 °C(lit.) |
alpha | 157 º (c=2, 2N HCl) |
Boiling point: | 273.17°C (rough estimate) |
Density | 1.2023 (rough estimate) |
refractive index | 158 ° (C=1, 1mol/L HCl) |
Flash point: | 150 °C |
storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
solubility | Aqueous Acid, Aqueous Base |
pka | 1.83(at 25℃) |
form | Fine Crystalline Powder |
color | White |
optical activity | [α]20/D +155°, c = 1 in 1 M HCl |
Merck | 14,7291 |
BRN | 2208675 |
CAS DataBase Reference | 2935-35-5(CAS DataBase Reference) |
EPA Substance Registry System | L-Phenylglycine (2935-35-5) |
Safety information for L-Phenylglycine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for L-Phenylglycine
InChIKey | ZGUNAGUHMKGQNY-ZETCQYMHSA-N |
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