Abstract
The 3'-C-carboxymethyl Le(x) derivative carrying the 2-(tetradecyl)hexadecyl residue was synthesized by employing 3'-C-carboxymethyl galactose as a key intermediate, which was prepared from the suitably protected galactose by Swern oxidation and Wittig-Horner carboxymethylenation, followed by stereoselective reduction of the double bond. The compound obtained showed much more potent activity as a selectin blocker than the sialyl Le(x) derivative with 2-(tetradecyl)hexadecyl residue.
| Original language | English |
|---|---|
| Pages (from-to) | 131-133 |
| Number of pages | 3 |
| Journal | Carbohydrate Research |
| Volume | 303 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - Sep 5 1997 |
| Externally published | Yes |
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All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Biochemistry
- Organic Chemistry
Cite this
Synthesis of the 3'-C-carboxymethyl Lewis X derivative : A novel selectin blocker. / Ishida, Hideharu; Hosokawa, Hiroyuki; Kondo, Hirosato; Kiso, Makoto; Hasegawa, Akira.
In: Carbohydrate Research, Vol. 303, No. 2, 05.09.1997, p. 131-133.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis of the 3'-C-carboxymethyl Lewis X derivative
T2 - A novel selectin blocker
AU - Ishida, Hideharu
AU - Hosokawa, Hiroyuki
AU - Kondo, Hirosato
AU - Kiso, Makoto
AU - Hasegawa, Akira
PY - 1997/9/5
Y1 - 1997/9/5
N2 - The 3'-C-carboxymethyl Le(x) derivative carrying the 2-(tetradecyl)hexadecyl residue was synthesized by employing 3'-C-carboxymethyl galactose as a key intermediate, which was prepared from the suitably protected galactose by Swern oxidation and Wittig-Horner carboxymethylenation, followed by stereoselective reduction of the double bond. The compound obtained showed much more potent activity as a selectin blocker than the sialyl Le(x) derivative with 2-(tetradecyl)hexadecyl residue.
AB - The 3'-C-carboxymethyl Le(x) derivative carrying the 2-(tetradecyl)hexadecyl residue was synthesized by employing 3'-C-carboxymethyl galactose as a key intermediate, which was prepared from the suitably protected galactose by Swern oxidation and Wittig-Horner carboxymethylenation, followed by stereoselective reduction of the double bond. The compound obtained showed much more potent activity as a selectin blocker than the sialyl Le(x) derivative with 2-(tetradecyl)hexadecyl residue.
UR - http://www.scopus.com/inward/record.url?scp=0030763192&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0030763192&partnerID=8YFLogxK
U2 - 10.1016/S0008-6215(97)00156-0
DO - 10.1016/S0008-6215(97)00156-0
M3 - Article
AN - SCOPUS:0030763192
VL - 303
SP - 131
EP - 133
JO - Carbohydrate Research
JF - Carbohydrate Research
SN - 0008-6215
IS - 2
ER -