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P109236-10g

10g

Available within 8-12 weeks(?)

$28.90

P109236-25g

25g

In stock

$55.90

P109236-100g

100g

In stock

$201.90

P109236-500g

500g

Available within 4-8 weeks(?)

$907.90

Basic Description

Synonyms	L-Phenylglycine \| 2935-35-5 \| H-Phg-Oh \| (S)-2-Amino-2-phenylacetic acid \| L-2-Phenylglycine \| L-(+)-alpha-Phenylglycine \| (2S)-2-amino-2-phenylacetic acid \| (S)-phenylglycine \| L-(+)-2-Phenylglycine \| Phenylglycine, L- \| (2S)-amino(phenyl)acetic acid \| Glycine, 2-phenyl-, L- \|
Specifications & Purity	≥98%
Shipped In	Normal

Associated Targets(Human)

CACNA2D1 Tclin Voltage-gated calcium channel alpha2/delta subunit 1 (266 Activities)

Discover Target: CACNA2D1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC1A4 Tbio Neutral amino acid transporter A (18 Activities)

Discover Target: SLC1A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC1A5 Tchem Neutral amino acid transporter B(0) (65 Activities)

Discover Target: SLC1A5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Grin1 Glutamate NMDA receptor (6467 Activities)

Discover Target: Grin1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc1a5 Amino acid transporter (271 Activities)

Discover Target: Slc1a5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc7a10 Asc-type amino acid transporter 1 (14 Activities)

Discover Target: Slc7a10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

Pubchem Sid	488187173
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488187173
IUPAC Name	(2S)-2-amino-2-phenylacetic acid
INCHI	InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1
InChi Key	ZGUNAGUHMKGQNY-ZETCQYMHSA-N
Canonical SMILES	C1=CC=C(C=C1)C(C(=O)O)N
Isomeric SMILES	C1=CC=C(C=C1)[C@@H](C(=O)O)N
WGK Germany	3
PubChem CID	99291
Molecular Weight	151.16
Beilstein	2208675
Reaxy-Rn	2208675

Certificates

Certificate of Analysis(COA)

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8 results found

Lot Number	Certificate Type	Date	Item
C2302869	Certificate of Analysis	Jan 05, 2023	P109236
C2302870	Certificate of Analysis	Jan 05, 2023	P109236
C2302871	Certificate of Analysis	Jan 05, 2023	P109236
C2302872	Certificate of Analysis	Jan 05, 2023	P109236
C2302874	Certificate of Analysis	Jan 05, 2023	P109236
D2324762	Certificate of Analysis	Jan 05, 2023	P109236
L2305180	Certificate of Analysis	Jan 05, 2023	P109236
B1926063	Certificate of Analysis	Dec 12, 2022	P109236

Chemical and Physical Properties

Specific Rotation[α]	158 ° (C=1, 1mol/L HCl)
Melt Point(°C)	300°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
Reaxy-Rn	2208675
Merck Index	7291

Citations of This Product

1. Li Yuchen, Xu Guangfu, Chen Jiaquan, Yu Tao, Miao Pandeng, Du Yingxiang. (2023) One-step synthesis of chiral molecularly imprinted polymer TiO2 nanoparticles for enantioseparation of phenylalanine in coated capillary electrochromatography. MICROCHIMICA ACTA, 190 (7): (1-11). [PMID:37391671]

References

1. Mortell KH, Anderson DJ, Lynch 3rd JJ, Nelson SL, Sarris K, McDonald H, Sabet R, Baker S, Honore P, Lee CH et al.. (2006) Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels.. Bioorg Med Chem Lett, 16 (5): (1138-41). [PMID:16380257]
2. Wang CL, Fan YB, Lu HH, Tsai TH, Tsai MC, Wang HP. (2010) Evidence of D-phenylglycine as delivering tool for improving L-dopa absorption.. J Biomed Sci, 17 (3): (71). [PMID:20815935]
3. Hiroomi Nagata,Hiroyuki Nishi,Miyoko Kamigauchi,Toshimasa Ishida. (2004-11-27) Structural scaffold of 18-crown-6 tetracarboxylic acid for optical resolution of chiral amino acid: X-ray crystal analyses and energy calculations of complexes of D- and L-isomers of tyrosine, isoleucine, methionine and phenylglycine.. Organic & biomolecular chemistry, 2 ((23)): (3470-3475). [PMID:15565239]
4. Katrin Groebke Zbinden,Ulrike Obst-Sander,Kurt Hilpert,Holger Kühne,David W Banner,Hans-Joachim Böhm,Martin Stahl,Jean Ackermann,Leo Alig,Lutz Weber,Hans Peter Wessel,Markus A Riederer,Thomas B Tschopp,Thierry Lavé. (2005-10-11) Selective and orally bioavailable phenylglycine tissue factor/factor VIIa inhibitors.. Bioorganic & medicinal chemistry letters, 15 ((23)): (5344-5352). [PMID:16213138]
5. M Eugenia Sanz,Vanessa Cortijo,Walther Caminati,Juan C López,José L Alonso. (2005-12-17) The conformers of phenylglycine.. Chemistry (Weinheim an der Bergstrasse, Germany), 12 ((9)): (2564-2570). [PMID:16358353]
6. Thomas R M Barends,Jolanda J Polderman-Tijmes,Peter A Jekel,Christopher Williams,Gjalt Wybenga,Dick B Janssen,Bauke W Dijkstra. (2005-12-27) Acetobacter turbidans alpha-amino acid ester hydrolase: how a single mutation improves an antibiotic-producing enzyme.. The Journal of biological chemistry, 281 ((9)): (5804-5810). [PMID:16377627]
7. Martijn A Hoeben,Pim van Hee,Rob G J M van der Lans,Gerard Kwant,Luuk A M van der Wielen. (2006-01-06) Investigation and characterization of liquid two-phase systems for the separation of crystal mixtures by interfacial partitioning.. Biotechnology and bioengineering, 93 ((4)): (607-617). [PMID:16395721]
8. James J Lynch,Prisca Honore,David J Anderson,William H Bunnelle,Kathleen H Mortell,Chengmin Zhong,Carrie L Wade,Chang Z Zhu,Hongyu Xu,Kennan C Marsh,Chih-Hung Lee,Michael F Jarvis,Murali Gopalakrishnan. (2006-06-20) (L)-Phenylglycine, but not necessarily other alpha2delta subunit voltage-gated calcium channel ligands, attenuates neuropathic pain in rats.. Pain, 125 ((1-2)): (136-142). [PMID:16781071]
9. Pernilla Ortqvist,Shane D Peterson,Eva Kerblom,Thomas Gossas,Yogesh A Sabnis,Rebecca Fransson,Gunnar Lindeberg,U Helena Danielson,Anders Karlén,Anja Sandström. (2006-11-23) Phenylglycine as a novel P2 scaffold in hepatitis C virus NS3 protease inhibitors.. Bioorganic & medicinal chemistry, 15 ((3)): (1448-1474). [PMID:17113777]
10. Choedchai Saehuan,Theerasak Rojanarata,Suthep Wiyakrutta,Michael J McLeish,Vithaya Meevootisom. (2007-10-06) Isolation and characterization of a benzoylformate decarboxylase and a NAD+/NADP+-dependent benzaldehyde dehydrogenase involved in D-phenylglycine metabolism in Pseudomonas stutzeri ST-201.. Biochimica et biophysica acta, 1770 ((11)): (1585-1592). [PMID:17916405]
11. Hyung Min Kim,Kyu Young Han,Juyeon Park,Gap-Sue Kim,Seong Keun Kim. (2008-02-06) Solvent migration from the C- to the N-terminus of amino acid in photoionization of phenylglycine-water complex.. The Journal of chemical physics, 128 ((4)): (041104-041104). [PMID:18247923]
12. Hyung Min Kim,Kyu Young Han,Juyeon Park,Seong Keun Kim,Zee Hwan Kim. (2008-06-06) Conformational study of jet-cooled L-phenylglycine.. The Journal of chemical physics, 128 ((18)): (184313-184313). [PMID:18532818]
13. R S Kulkarni,U R Kalkote. (2008-08-14) Resolution of DL-Phenylglycine by Penicillin G acylase.. Hindustan antibiotics bulletin, 47-48 ((1-4)): (41-44). [PMID:18697731]
14. Antonella Caputo,Alexandre Hinzpeter,Emanuela Caci,Nicoletta Pedemonte,Nicole Arous,Marco Di Duca,Olga Zegarra-Moran,Pascale Fanen,Luis J V Galietta. (2009-06-06) Mutation-specific potency and efficacy of cystic fibrosis transmembrane conductance regulator chloride channel potentiators.. The Journal of pharmacology and experimental therapeutics, 330 ((3)): (783-791). [PMID:19491324]
15. Motohiro Akazome,Ai Doba,Shoji Matsumoto,Katsuyuki Ogura. (2010-01-07) Predominant (S)-enantioselective inclusion of aryl methyl sulfoxides by (S)-isoleucyl-(S)-phenylglycines.. The Journal of organic chemistry, 75 ((3)): (660-665). [PMID:20050616]
16. José Alixandre de Sousa Luis,José Maria Barbosa Filho,Bruno Freitas Lira,Isac Almeida Medeiros,Liana Clébia Soares Lima de Morais,Raline Mendonça dos Anjos,Alexsandro Fernandes Dos Santos,Cledualdo Soares de Oliveira,Petrônio Filgueiras de Athayde-Filho. (2010-01-30) Synthesis of new imidazolidin-2,4-dione and 2-thioxoimidazolidin-4-ones via C-phenylglycine derivatives.. Molecules (Basel, Switzerland), 15 ((1)): (128-137). [PMID:20110877]
17. Caroline Haurena,Erwan Le Gall,Stéphane Sengmany,Thierry Martens,Michel Troupel. (2010-03-23) A straightforward three-component synthesis of alpha-amino esters containing a phenylalanine or a phenylglycine scaffold.. The Journal of organic chemistry, 75 ((8)): (2645-2650). [PMID:20302360]
18. Shohei Tashiro,Yasuyo Ogura,Sei Tsuboyama,Kaoru Tsuboyama,Mitsuhiko Shionoya. (2010-12-01) Chiral recognition of α-amino acids by an optically active (2S,5S,8S,11S)-2,5,8,11-tetraethyl cyclen cobalt(III) complex.. Inorganic chemistry, 50 ((1)): (4-6). [PMID:21114254]
19. Yvonne J Mast,Wolfgang Wohlleben,Eva Schinko. (2010-12-15) Identification and functional characterization of phenylglycine biosynthetic genes involved in pristinamycin biosynthesis in Streptomyces pristinaespiralis.. Journal of biotechnology, 155 ((1)): (63-67). [PMID:21146568]
20. Jian-Lian Chen,Hong-Jie Syu. (2012-02-07) Immobilization of chitosan in sol-gel phases for chiral open-tubular capillary electrochromatography.. Analytica chimica acta, 718 (130-137). [PMID:22305908]
21. Kuoxi Xu,Shuyan Jiao,Wenyong Yao,En Xie,Baowei Tang,Chaojie Wang. (2012-05-24) Syntheses and highly enantioselective fluorescent recognition of α-aminocarboxylic acid anions using chiral oxacalix[2]arene[2]bisbinaphthes.. Chirality, 24 ((8)): (646-651). [PMID:22619133]
22. Lu Wang,Li-Juan Ye,Yue Pan,Yi Cao. (2012-06-06) Two plate-based colorimetric assays for screening α-amino acid ester hydrolase with high synthesis/hydrolysis ratio.. Enzyme and microbial technology, 51 ((2)): (107-112). [PMID:22664195]
23. Harry G Brittain. (2012-09-22) Stereoselectivity in the salt-cocrystal products formed by phenylglycinol or phenylglycine with their respective sodium or hydrochloride salts.. Chirality, 25 ((1)): (8-15). [PMID:22996274]
24. Argentina Ornelas,Magdalena Korczynska,Sugadev Ragumani,Desigan Kumaran,Tamari Narindoshvili,Brian K Shoichet,Subramanyam Swaminathan,Frank M Raushel. (2012-12-12) Functional annotation and three-dimensional structure of an incorrectly annotated dihydroorotase from cog3964 in the amidohydrolase superfamily.. Biochemistry, 52 ((1)): (228-238). [PMID:23214420]
25. Ulrike Müller,Friso van Assema,Michele Gunsior,Sonja Orf,Susanne Kremer,Dick Schipper,Anja Wagemans,Craig A Townsend,Theo Sonke,Roel Bovenberg,Marcel Wubbolts. (2006-02-10) Metabolic engineering of the E. coli L-phenylalanine pathway for the production of D-phenylglycine (D-Phg).. Metabolic engineering, 8 ((3)): (196-208). [PMID:16466681]
26. Aaron D Mills,Choong Yoo,Jeffrey D Butler,Baoxue Yang,A S Verkman,Mark J Kurth. (2009-12-04) Design and synthesis of a hybrid potentiator-corrector agonist of the cystic fibrosis mutant protein DeltaF508-CFTR.. Bioorganic & medicinal chemistry letters, 20 ((1)): (87-91). [PMID:19954980]
27. Henry Kurniawan,Davide G Franchina,Luana Guerra,Lynn Bonetti,Leticia Soriano -Baguet,Melanie Grusdat,Lisa Schlicker,Oliver Hunewald,Catherine Dostert,Myriam P Merz,Carole Binsfeld,Gordon S Duncan,Sophie Farinelle,Yannic Nonnenmacher,Jillian Haight,Dennis Das Gupta,Anouk Ewen,Rabia Taskesen,Rashi Halder,Ying Chen,Christian Jäger,Markus Ollert,Paul Wilmes,Vasilis Vasiliou,Isaac S Harris,Christiane B Knobbe-Thomsen,Jonathan D Turner,Tak W Mak,Michael Lohoff,Johannes Meiser,Karsten Hiller,Dirk Brenner. (2020-03-28) Glutathione Restricts Serine Metabolism to Preserve Regulatory T Cell Function.. Cell metabolism, 31 ((5)): (920-936). [PMID:32213345]
28. Li Yuchen, Xu Guangfu, Chen Jiaquan, Yu Tao, Miao Pandeng, Du Yingxiang. (2023) One-step synthesis of chiral molecularly imprinted polymer TiO2 nanoparticles for enantioseparation of phenylalanine in coated capillary electrochromatography. MICROCHIMICA ACTA, 190 (7): (1-11). [PMID:37391671]

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L-(+)-α-Phenylglycine - 98%, high purity , CAS No.2935-35-5