TY - JOUR
T1 - Preparation of legionaminic acid analogs of sialo-glycoconjugates by means of mammalian sialyltransferases
AU - Watson, David C.
AU - Wakarchuk, Warren W.
AU - Gervais, Christian
AU - Durocher, Yves
AU - Robotham, Anna
AU - Fernandes, Steve M.
AU - Schnaar, Ronald L.
AU - Young, N. Martin
AU - Gilbert, Michel
N1 - Publisher Copyright:
© 2015 Her Majesty the Queen in Right of Canada as represented by: NRC Canada.
PY - 2015/12/1
Y1 - 2015/12/1
N2 - Legionaminic acids are analogs of sialic acid that occur in several bacteria. The most commonly occurring form is Leg5Ac7Ac, which differs from Neu5Ac only at the C7 (acetamido) and C9 (deoxy) positions. While these differences greatly reduce the susceptibility of Leg compounds to sialidases, several sialyltransferases have been identified that can use CMP-Leg5Ac7Ac as a donor (Watson et al. 2011). We report the successful modification with Leg5Ac7Ac of a glycolipid, GM1a, and two glycoproteins, interferon-α2b and α1-antitrypsin, by means of two mammalian sialyltransferases, namely porcine ST3Gal1 and human ST6Gal1. The Leg5Ac7Ac form of GD1a was not recognized by the myelin-associated glycoprotein (MAG, Siglec-4), confirming the importance of the glycerol moiety in the interaction of sialo-glycans with Siglecs.
AB - Legionaminic acids are analogs of sialic acid that occur in several bacteria. The most commonly occurring form is Leg5Ac7Ac, which differs from Neu5Ac only at the C7 (acetamido) and C9 (deoxy) positions. While these differences greatly reduce the susceptibility of Leg compounds to sialidases, several sialyltransferases have been identified that can use CMP-Leg5Ac7Ac as a donor (Watson et al. 2011). We report the successful modification with Leg5Ac7Ac of a glycolipid, GM1a, and two glycoproteins, interferon-α2b and α1-antitrypsin, by means of two mammalian sialyltransferases, namely porcine ST3Gal1 and human ST6Gal1. The Leg5Ac7Ac form of GD1a was not recognized by the myelin-associated glycoprotein (MAG, Siglec-4), confirming the importance of the glycerol moiety in the interaction of sialo-glycans with Siglecs.
KW - GD1a
KW - Human ST6Gal1 sialyltransferase
KW - Interferon-α2b
KW - Porcine ST3Gal1 sialyltransferase
KW - α-antitrypsin
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U2 - 10.1007/s10719-015-9624-4
DO - 10.1007/s10719-015-9624-4
M3 - Article
C2 - 26452603
AN - SCOPUS:84947550188
SN - 0282-0080
VL - 32
SP - 729
EP - 734
JO - Glycoconjugate Journal
JF - Glycoconjugate Journal
IS - 9
ER -