Acetyl-L-phenylalanine ethyl ester (BAT-003874)
* For research use only

Category
L-Amino Acids
Catalog number
BAT-003874
CAS number
2361-96-8
Molecular Formula
C13H17NO3
Molecular Weight
235.30
Acetyl-L-phenylalanine ethyl ester
Synonyms
Ac-L-Phe-OEt
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.1200 g/cm3(rough estimate)
Melting Point
87-93 °C
Boiling Point
377.67°C (rough estimate)
Storage
Store at 2-8°C
InChI
InChI=1S/C13H17NO3/c1-3-17-13(16)12(14-10(2)15)9-11-7-5-4-6-8-11/h4-8,12H,3,9H2,1-2H3,(H,14,15)/t12-/m0/s1
InChI Key
YIVZYFDBEPMPNL-LBPRGKRZSA-N
Canonical SMILES
CCOC(=O)C(CC1=CC=CC=C1)NC(=O)C
1.Pentynyl dextran as a support matrix for immobilization of serine protease subtilisin Carlsberg and its use for transesterification of N-acetyl-L-phenylalanine ethyl ester in organic media.
Tahir MN1, Cho E, Mischnick P, Lee JY, Yu JH, Jung S. Bioprocess Biosyst Eng. 2014 Apr;37(4):687-95. doi: 10.1007/s00449-013-1038-8. Epub 2013 Aug 25.
In this study, serine protease (subtilisin Carlsberg) was immobilized on pentynyl dextran (PyD, O-alkynyl ether of dextran, 1) and used for the transesterification of N-acetyl-L-phenylalanine ethyl ester (2) with different aliphatic (1-propanol, 1-butanol, 1-pentanol, 1-hexanol) and aromatic (benzyl alcohol, 2-phenyl ethanol, 4-phenyl-1-butanol) alcohols in tetrahydrofuran (THF). The effect of carbon chain length in aliphatic and aromatic alcohols on initial and average transesterification rate, transesterification activity of immobilized enzyme and yield of the reaction under selected reaction conditions was investigated. The transesterification reactivity of the enzyme and yield of the reaction increased as the chain length of the alcohols decreased. Furthermore, almost no change in yield was observed when the immobilized enzyme was repeatedly used for selected alcohols over six cycles. Intrinsic fluorescence analysis showed that the catalytic activity of the immobilized enzyme in THF was maintained due to retention of the tertiary structure of the enzyme after immobilization on PyD (1).
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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