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57213-48-6

57213-48-6 Structure

57213-48-6 Structure
IdentificationMore
[Name]

L-3-Cyanophenylalanine
[CAS]

57213-48-6
[Synonyms]

3-CYANO-L-PHENYLALANINE
H-M-CYANO-L-PHE-OH
H-PHE(3-CN)-OH
H-PHE(M-CN)-OH
L-3-CYANOPHE
L-3-CYANOPHENYLALANINE
(M-CN)PHE-OH
M-CYANO-L-PHENYLALANINE
RARECHEM BK PT 0151
(S)-2-AMINO-3-(3-CYANOPHENYL)PROPANOIC ACID
(S)-3-CYANOPHENYLALANINE
(S)-N-3-CYANOPHENYLALANINE
(S)-N-3-Cyanophenylalanine(e.e.)
(2R)-2-amino-3-(3-cyanophenyl)propanoic acid
L-3-CN-Phe-OH
3-(3-Cyanophenyl)-L-alanine
(S)-N-3-CYANOPHENYLALANINE 95%, (98% E.E.)
(S)-N-3-Cyanophenylalanine, 98% ee
L-3-Cyano-phe-OH
[Molecular Formula]

C10H10N2O2
[MDL Number]

MFCD01860885
[Molecular Weight]

190.2
[MOL File]

57213-48-6.mol
Chemical PropertiesBack Directory
[Appearance]

white to slightly yellow powder
[Boiling point ]

325.7°C (rough estimate)
[density ]

1.2167 (rough estimate)
[refractive index ]

1.6300 (estimate)
[storage temp. ]

Store at 0°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

2.14±0.10(Predicted)
[color ]

White to slightly yellow
[InChI]

InChI=1S/C10H10N2O2/c11-6-8-3-1-2-7(4-8)5-9(12)10(13)14/h1-4,9H,5,12H2,(H,13,14)/t9-/m0/s1
[InChIKey]

ZHUOMTMPTNZOJE-VIFPVBQESA-N
[SMILES]

C(O)(=O)[C@H](CC1=CC=CC(C#N)=C1)N
[CAS DataBase Reference]

57213-48-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

UN3439
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29225090
Hazard InformationBack Directory
[Chemical Properties]

white to slightly yellow powder
[Uses]

H-Phe(3-CN)-OH is a phenylalanine derivative[1].
[Antimicrobial activity]

L-3-Cyanophenylalanine (3CP) is a β-amino acid that has been shown to have an interaction with serine protease. 3CP is an antibacterial agent that is used in the treatment of bacterial infections. It has been shown to inhibit the growth of bacteria by inhibiting the acid transporter, which leads to a decrease in intracellular pH. 3CP binds to the basic group of the enzyme and forms a covalent bond, inhibiting its function. The synthesis of 3CP can be achieved through synthetic chemistry or by enzymatic conversion from L-serine. This compound can also be obtained as an enantiomer, meaning it has two different forms: one that is active and one that is inactive.
[References]

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-828. DOI:10.1080/10408398.2012.708368
Spectrum DetailBack Directory
[Spectrum Detail]

L-3-Cyanophenylalanine(57213-48-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-N-3-Cyanophenylalanine, 98% ee, 95%(57213-48-6)
[Alfa Aesar]

3-Cyano-L-phenylalanine, 98%(57213-48-6)
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