A single-bead decode strategy using electrospray ionization mass spectrometry and a new photolabile linker: 3-Amino-3-(2-nitrophenyl)propionic acid

被引：107

作者：

Brown, BB ^{[1
]}

Wagner, DS ^{[1
]}

Geysen, HM ^{[1
]}

机构：

[1] GLAXO WELLCOME INC,DIVERS SCI DEPT,RES TRIANGLE PK,NC 27709

来源：

MOLECULAR DIVERSITY | 1995年 / 1卷 / 01期

关键词：

D O I：

10.1007/BF01715804

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new linker that employs a photosensitive 3-amino-3-(2-nitrophenyl)propionyl functionality (ANP-resin) has been developed for the preparation of C-terminal carboxamides. A wide range of carboxamides were prepared and identified using the ANP-resin and electrospray ionization mass spectrometry. A single bead containing tripeptide Fmoc-Asp-Arg(Tos)-Val-NH2 was isolated. photocleaved and the peptide was characterized by tandem mass spectrometry, thereby verifying a library decode strategy that avoids complex tagging procedures.

引用

页码：4 / 12

页数：9

共 55 条

[1] POLYMER-SUPPORTED SYNTHESIS OF PROTECTED PEPTIDE SEGMENTS ON A PHOTOSENSITIVE OMICRON-NITRO(ALPHA-METHYL)BROMOBENZYL RESIN [J].

AJAYAGHOSH, A ;

PILLAI, VNR .

TETRAHEDRON, 1988, 44 (21) :6661-6666

[2] SOLID-PHASE SYNTHESIS OF N-METHYLAMIDES AND N-ETHYLAMIDES OF PEPTIDES USING PHOTOLYTICALLY DETACHABLE ((3-NITRO-4-((ALKYLAMINO)METHYL)BENZAMIDO)METHYL)POLYSTYRENE RESIN [J].

AJAYAGHOSH, A ;

PILLAI, VNR .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2826-2829

[3] SOLID-PHASE SYNTHESIS AND C-TERMINAL AMIDATION OF PEPTIDES USING A PHOTOLABILE O-NITROBENZHYDRYLAMINOPOLYSTYRENE SUPPORT [J].

AJAYAGHOSH, A ;

PILLAI, VNR .

TETRAHEDRON LETTERS, 1995, 36 (05) :777-780

[4] 2'-NITROBENZHYDRYL POLYSTYRENE RESIN - A NEW PHOTOSENSITIVE POLYMERIC SUPPORT FOR PEPTIDE-SYNTHESIS [J].

AJAYAGHOSH, A ;

PILLAI, VNR .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (26) :5714-5717

[5] PEPTIDE-SYNTHESIS .2. PROCEDURES FOR SOLID-PHASE SYNTHESIS USING N-ALPHA-FLUORENYLMETHOXYCARBONYLAMINO-ACIDS ON POLYAMIDE SUPPORTS - SYNTHESIS OF SUBSTANCE-P AND OF ACYL CARRIER PROTEIN 65-74 DECAPEPTIDE [J].

ATHERTON, E ;

LOGAN, CJ ;

SHEPPARD, RC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02) :538-546

[6] A 3-DIMENSIONAL ORTHOGONAL PROTECTION SCHEME FOR SOLID-PHASE PEPTIDE-SYNTHESIS UNDER MILD CONDITIONS [J].

BARANY, G ;

ALBERICIO, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (17) :4936-4942

[7]

Baum R.M., 1994, C EN 0207, P20

[8] MASS-SPECTROMETRIC DETERMINATION OF THE AMINO-ACID-SEQUENCE OF PEPTIDES AND PROTEINS [J].

BIEMANN, K ;

MARTIN, SA .

MASS SPECTROMETRY REVIEWS, 1987, 6 (01) :1-75

[9]

BODANSZKY M, 1966, CHEM IND-LONDON, P1597

[10]

BODANSZKY M, 1964, CHEM IND-LONDON, P1423

← 1 2 3 4 5 6 →