01. A 15 amino acid unit polypeptide, a billion dollar industry polypeptide know

Question

01. A 15 amino acid unit polypeptide, a billion dollar industry polypeptide known as Kugakinin. which enhances memory power tremendously for those who take organic chemistry finals. A complete hydrolysis (6M HCI, reflux 24 hours) of kugakinin gave following amino acids 3Gly, 2Ser, 3Ala, 2Phe, Leu, Arg, Tyr, Val, Pro DNFB test showed Gly and Carboxypeptidase showed Ala. Partial hydrolysis gave following di and tri peptides. Phe.Val.Ala + Ala.Gly.Pro+ Gly.AlaAla.PhePhe.Gly+Sly.leu Are +Arg.Ser +Ser.Tyr Tyr.Phe Gly.Pro Pro.Ser+Ser.Ala Find the sequence of this wonder drug. 2. alPrapgse a method to synthesize the amino acid Phenylalanine from benzaldehyde as the starting compound

Explanation / Answer

1)

DFNB test detects the N terminal amino acid and the carboxypeptidase detects the C terminal amino acid. Therefore, glycine and alanine are at the N terminal and C terminal respectively. The drug is made up of 15 amino acids. The partial hydrolysis of this drug have resulted in various di- and tri- peptides.

From these results, the amino acid sequence of peptide can be easily determined and is given below,

Gly-Ala-Phe-Gly-Leu-Arg-Ser-Tyr-Phe-Val-Ala-Gly-Pro-Ser-Ala

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