STRUCTURAL IDENTIFICATION OF THE DEGRADATION PRODUCTS OF THE ANTITUMOR PEPTIDE ANTAGONIST [ARG(6),D-TRP(7,9),MEPHE(8)]SUBSTANCE-P(6-11)

被引：11

作者：

REUBSAET, JLE

BEIJNEN, JH

BOLT, A

HOP, E

VERMAAS, R

KELLOKULE, Y

VANDENBOSCH, JJK

UNDERBERG, WJM

机构：

[1] Faculty of Pharmacy, Universiteit Utrecht, Utrecht, 3508 TB Utrecht

来源：

ANALYTICAL CHEMISTRY | 1995年 / 67卷 / 23期

关键词：

D O I：

10.1021/ac00119a036

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The basic hexapeptide antagonist [Arg(6),D-Trp(7,9),MePhe(8)]substance P (6-11) was degraded in acid and alkaline media, In acid solution, only one degradation product is found whereas in alkaline solution at least six products are formed. These compounds were analytically characterized and structurally identified by reversed-phase highperformance liquid chromatography, capillary electrophoresis, liquid chromatography/mass spectrometry, fast atom bombardment tandem mass spectrometry, optical rotation analysis, and chiral gas chromatography. The product formed in acidic solution is the terminally deamidated antagonist [Arg(6),D-Trp(7,9),MePhe(8)]substance P (6-11); this product was also found in alkaline degradation mixtures, Other important degradation products originate from racemization of the amino acid residue L-Met, formation of ornithine from Arg, and the oxidation of Met to its sulfoxide form.

引用

页码：4431 / 4436

页数：6

共 16 条

[11]

Cummings J., Maclellan A., Langdon S.P., Smyth J.F., J. Pharm. Biomed. Anal., 12, pp. 811-819, (1994)

[12]

Reubsaet J.L.E., Beijnen J.H., Bull A., Teeuwsen J., Koster E.H.M., Waterval J.C.M., Underberg W.J.M., Anal. Biochem., 220, pp. 98-102, (1994)

[13]

Reubsaet J.L.E., Beijnen J.H., Bult A., Van der Houwen O.A.G.J., Teeuwsen J., Koster E.H.M., Underberg W.J.M., Anal. Biochem.

[14]

Creighton T.E., Proteins, Structures and Molecular Properties, (1993)

[15]

Biemann K., Protein Sequencing: a practical approach, pp. 99-118, (1989)

[16]

Roepstorff P., Fohlman J., Biomed. Mass Spectrom., 11, (1984)

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