Synthesis of deuterated aminocaproyl linkers

被引：4

作者：

Anastasiadis, A ^{[1
]}

Separovic, F ^{[1
]}

White, J ^{[1
]}

机构：

[1] Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2001年 / 54卷 / 12期

关键词：

D O I：

10.1071/CH01179

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Gramicidin A (gA) analogues with a biotin attached to the C-terminus by an aminocaproyl linker are used as ion channels in the AMBRI(R) biosensor and are referred to as biotinylated gA. In order to examine the conformation and dynamics of the aminocaproyl linker by H-2 solid-state nuclear magnetic resonance, the synthesis of deuterated aminocaproic acid is required. We report on the synthesis of (D-10)-6-aminocaproic acid from commercially available perdeuterated cyclohexanol and its covalent attachment to the C-terminal group of gA to form gAX(D)XB.

引用

页码：747 / 750

页数：4

共 16 条

[1]

BALI D, UNPUB BIOCONJUGATE C

[2]

CHENG YS, 1980, SYNTHESIS-STUTTGART, P223

[3] A biosensor that uses ion-channel switches [J].

Cornell, BA ;

BraachMaksvytis, VLB ;

King, LG ;

Osman, PDJ ;

Raguse, B ;

Wieczorek, L ;

Pace, RJ .

NATURE, 1997, 387 (6633) :580-583

[4]

Eck J. C., 1943, ORG SYNTH COLLECT, V2, P76

[5]

EEK JC, 1960, ORG SYNTH, V4, P39

[6]

EEK JC, 1943, ORG SYNTH, V2, P371

[7]

GREENSTEIN JP, 1961, CHEMISTRY AMINO ACID, V3, P2323

[8]

MASUMI I, 1975, TETRAHEDRON LETT, V49, P4393

[9] Effect of avidin on channel kinetics of biotinylated gramicidin [J].

Rokitskaya, TI ;

Antonenko, YN ;

Kotova, EA ;

Anastasiadis, A ;

Separovic, F .

BIOCHEMISTRY, 2000, 39 (42) :13053-13058

[10]

SEMON L, 1941, ORG SYNTH, V1, P318

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