Abstract
D-Glucuronate and L-iduronate containing disaccharides related to the antithrombin-binding pentasaccharide of heparin, in which one of the sulfate esters is systematically replaced by a sodium sulfonatomethyl moiety, were synthesized. The sulfonic acid group was introduced by stereoselective radical addition onto the exomethylene moiety of the appropriate glycoside derivatives, and the resulting sulfonatomethyl glucosides were used as acceptors.
Original language | English |
---|---|
Pages (from-to) | 2619-2622 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 11 |
Issue number | 12 |
DOIs | |
Publication status | Published - Jun 18 2009 |
Fingerprint
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry
Cite this
Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin. / Herczeg, Mihály; Lázár, László; Borbás, A.; Lipták, A.; Antus, S.
In: Organic Letters, Vol. 11, No. 12, 18.06.2009, p. 2619-2622.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin
AU - Herczeg, Mihály
AU - Lázár, László
AU - Borbás, A.
AU - Lipták, A.
AU - Antus, S.
PY - 2009/6/18
Y1 - 2009/6/18
N2 - D-Glucuronate and L-iduronate containing disaccharides related to the antithrombin-binding pentasaccharide of heparin, in which one of the sulfate esters is systematically replaced by a sodium sulfonatomethyl moiety, were synthesized. The sulfonic acid group was introduced by stereoselective radical addition onto the exomethylene moiety of the appropriate glycoside derivatives, and the resulting sulfonatomethyl glucosides were used as acceptors.
AB - D-Glucuronate and L-iduronate containing disaccharides related to the antithrombin-binding pentasaccharide of heparin, in which one of the sulfate esters is systematically replaced by a sodium sulfonatomethyl moiety, were synthesized. The sulfonic acid group was introduced by stereoselective radical addition onto the exomethylene moiety of the appropriate glycoside derivatives, and the resulting sulfonatomethyl glucosides were used as acceptors.
UR - http://www.scopus.com/inward/record.url?scp=67149089293&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=67149089293&partnerID=8YFLogxK
U2 - 10.1021/ol900952d
DO - 10.1021/ol900952d
M3 - Article
C2 - 19473011
AN - SCOPUS:67149089293
VL - 11
SP - 2619
EP - 2622
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 12
ER -