≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
L-threo-Phenylserine is a building block of peptide antibiotics and a valuable chiral synthon. Has been used for obtaining β-mercaptophenylalanine. Introduction of this Phe derivative allowed native chemical ligation at Phe followed by desulfuration.
| Canonical Smiles | C1=CC=C(C=C1)C(C(C(=O)O)N)O |
|---|---|
| IUPAC Name | (2S,3R)-2-amino-3-hydroxy-3-phenylpropanoic acid |
| InChIKey | VHVGNTVUSQUXPS-JGVFFNPUSA-N |
| INCHI | 1S/C9H11NO3/c10-7(9(12)13)8(11)6-4-2-1-3-5-6/h1-5,7-8,11H,10H2,(H,12,13)/t7-,8+/m0/s1 |
| Isomeric SMILES | C1=CC=C(C=C1)[C@H]([C@@H](C(=O)O)N)O |
| Molecular Weight | 181.19 |
| Reaxy-Rn | 2102175 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2102175&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Phenylalanine and derivatives |
| Alternative Parents | Phenylpropanoic acids L-alpha-amino acids Beta hydroxy acids and derivatives Aralkylamines Benzene and substituted derivatives Secondary alcohols Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Aromatic alcohols |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - L-alpha-amino acid - Beta-hydroxy acid - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Hydroxy acid - Amino acid - Secondary alcohol - Carboxylic acid - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Primary amine - Primary aliphatic amine - Aromatic alcohol - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxygen compound - Amine - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 F2622036 | Certificate of Analysis | May 07, 2025 | L346317 |
| L2502376 | Certificate of Analysis | May 07, 2025 | L346317 |
| L2502385 | Certificate of Analysis | May 07, 2025 | L346317 |
| J2421251 | Certificate of Analysis | Sep 27, 2024 | L346317 |
| J2421261 | Certificate of Analysis | Sep 27, 2024 | L346317 |
| L2312263 | Certificate of Analysis | Nov 28, 2023 | L346317 |
| L2312264 | Certificate of Analysis | Nov 28, 2023 | L346317 |
| L2312265 | Certificate of Analysis | Nov 28, 2023 | L346317 |
| Molecular Weight | 181.190 g/mol |
|---|---|
| XLogP3 | -2.500 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 181.074 Da |
| Monoisotopic Mass | 181.074 Da |
| Topological Polar Surface Area | 83.600 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 178.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
