Synthesis of water-soluble near-infrared cyanine dyes functionalized with [(succinimido)oxy]carbonyl group

被引：32

作者：

Strekowski, L ^{[1
]}

Mason, CJ ^{[1
]}

Lee, H ^{[1
]}

Gupta, R ^{[1
]}

Sowell, J ^{[1
]}

Patonay, G ^{[1
]}

机构：

[1] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2003年 / 40卷 / 05期

关键词：

D O I：

10.1002/jhet.5570400527

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two heptamethine cyanine dyes suitable for labeling of biomolecules at a primary amino group with a near-infrared chromophore/fluorophore (lambda(max)/(lambda(em) = 800/830 nm and 837/864 nm) have been synthesized from readily available starting materials. Despite the high molecular complexity of intermediate and final products, all these compounds have been obtained in an analytically pure form by using crystallization only.

引用

页码：913 / 916

页数：4

共 17 条

[1]

Daneshvar M I, 1996, J Fluoresc, V6, P69, DOI 10.1007/BF00732045

[2] CYANINE DYE LABELING REAGENTS FOR SULFHYDRYL-GROUPS [J].

ERNST, LA ;

GUPTA, RK ;

MUJUMDAR, RB ;

WAGGONER, AS .

CYTOMETRY, 1989, 10 (01) :3-10

[3] Functionalized tricarbocyanine dyes as near-infrared fluorescent probes for biomolecules [J].

Flanagan, JH ;

Khan, SH ;

Menchen, S ;

Soper, SA ;

Hammer, RP .

BIOCONJUGATE CHEMISTRY, 1997, 8 (05) :751-756

[4] Near-infrared heavy-atom-modified fluorescent dyes for base-calling in DNA-sequencing applications using temporal discrimination [J].

Flanagan, JH ;

Owens, CV ;

Romero, SE ;

Waddell, E ;

Kahn, SH ;

Hammer, RP ;

Soper, SA .

ANALYTICAL CHEMISTRY, 1998, 70 (13) :2676-2684

[5] 4-Sulfotetrafluorophenyl (STP) esters: New water-soluble amine-reactive reagents for labeling biomolecules [J].

Gee, KR ;

Archer, EA ;

Kang, HC .

TETRAHEDRON LETTERS, 1999, 40 (08) :1471-1474

[6] Preparation of thiol-reactive Cy5 derivatives from commercial Cy5 succinimidyl ester [J].

Gruber, HJ ;

Kada, G ;

Pragl, B ;

Riener, C ;

Hahn, CD ;

Harms, GS ;

Ahrer, W ;

Dax, TG ;

Hohenthanner, K ;

Knaus, HG .

BIOCONJUGATE CHEMISTRY, 2000, 11 (02) :161-166

[7] Anomalous fluorescence enhancement of Cy3 and Cy3.5 versus anomalous fluorescence loss of Cy5 and Cy7 upon covalent linking to IgG and noncovalent binding to avidin [J].

Gruber, HJ ;

Hahn, CD ;

Kada, G ;

Riener, CK ;

Harms, GS ;

Ahrer, W ;

Dax, TG ;

Knaus, HG .

BIOCONJUGATE CHEMISTRY, 2000, 11 (05) :696-704

[8]

LAKOWICZ JR, 1999, PRINCIPLES FLUORESCE, P74

[9] NEW NEAR-INFRARED CYANINE DYES FOR LABELING OF PROTEINS [J].

LIPOWSKA, M ;

PATONAY, G ;

STREKOWSKI, L .

SYNTHETIC COMMUNICATIONS, 1993, 23 (21) :3087-3094

[10]

Lipowska M., 1995, Heterocycl. Commun, V1, P427

← 1 2 →