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Glycosciences.DB structure entry #150: 3'-Sialyl-LewisA tetrasaccharide (beta-anomeric form)

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Format: CarbBank LINUCS GlycoCT_condensed GlycoCT_xml


                   a-L-Fucp-(1-4)+
                                 |
                            b-D-GlcpNAc
                                 |
 a-D-Neup5Ac-(2-3)-b-D-Galp-(1-3)+


RES
1b:b-dglc-HEX-1:5
2s:n-acetyl
3b:b-dgal-HEX-1:5
4b:a-dgro-dgal-NON-2:6|1:a|2:keto|3:d
5s:n-acetyl
6b:a-lgal-HEX-1:5|6:d
LIN
1:1d(2+1)2n
2:1o(3+1)3d
3:3o(3+2)4d
4:4d(5+1)5n
5:1o(4+1)6d


<?xml version="1.0" encoding="UTF-8"?>
 <sugar version="1.0">
 <residues>
 <basetype id="1" anomer="b" superclass="hex" ringStart="1" ringEnd="5" name="b-dglc-HEX-1:5">
 <stemtype id="1" type="dglc" />
 </basetype>
 <substituent id="2" name="n-acetyl" />
 <basetype id="3" anomer="b" superclass="hex" ringStart="1" ringEnd="5" name="b-dgal-HEX-1:5">
 <stemtype id="1" type="dgal" />
 </basetype>
 <basetype id="4" anomer="a" superclass="non" ringStart="2" ringEnd="6" name="a-dgro-dgal-NON-2:6|1:a|2:keto|3:d">
 <stemtype id="1" type="dgro" />
 <stemtype id="2" type="dgal" />
 <modification type="a" pos_one="1" />
 <modification type="keto" pos_one="2" />
 <modification type="d" pos_one="3" />
 </basetype>
 <substituent id="5" name="n-acetyl" />
 <basetype id="6" anomer="a" superclass="hex" ringStart="1" ringEnd="5" name="a-lgal-HEX-1:5|6:d">
 <stemtype id="1" type="lgal" />
 <modification type="d" pos_one="6" />
 </basetype>
 </residues>
 <linkages>
 <connection id="1" parent="1" child="2">
 <linkage id="1" parentType="d" childType="n">
 <parent pos="2" />
 <child pos="1" />
 </linkage>
 </connection>
 <connection id="2" parent="1" child="3">
 <linkage id="2" parentType="o" childType="d">
 <parent pos="3" />
 <child pos="1" />
 </linkage>
 </connection>
 <connection id="3" parent="3" child="4">
 <linkage id="3" parentType="o" childType="d">
 <parent pos="3" />
 <child pos="2" />
 </linkage>
 </connection>
 <connection id="4" parent="4" child="5">
 <linkage id="4" parentType="d" childType="n">
 <parent pos="5" />
 <child pos="1" />
 </linkage>
 </connection>
 <connection id="5" parent="1" child="6">
 <linkage id="5" parentType="o" childType="d">
 <parent pos="4" />
 <child pos="1" />
 </linkage>
 </connection>
 </linkages>
 </sugar>

SNFG-style Graphics

3D Structure Model

download coordinates

Corresponding entries: 7

1 - 5 of 7 entries with matching glycan part

Structure entry #4541:

a-L-Fucp-(1-4)+ | b-D-GlcpNAc-(1-1)-allyl | a-D-Neup5Ac-(2-3)-b-D-Galp-(1-3)+

no NMR spectra

literature references

no GlycoMaps

Taxons

Structure entry #6668: 3'-Sialyl-LewisA antigen

a-L-Fucp-(1-4)+ | b-D-GlcpNAc-(1-3)-<rest of molecule> | a-D-Neup5Ac-(2-3)-b-D-Galp-(1-3)+

no 3d model

no NMR spectra

literature references

no GlycoMaps

Structure entry #9300:

a-L-Fucp-(1-4)+ | b-D-GlcpNAc-(1-9)-9-hydroxy-Nonanoate-(1-1)-Methyl | a-D-Neup5Ac-(2-3)-b-D-Galp-(1-3)+

no 3d model

no NMR spectra

literature references

no GlycoMaps

Taxons

Structure entry #9978:

a-D-Neup5Ac-(2-3)-b-D-Galp-(1-4/3)+ | b-D-GlcpNAc | a-L-Fucp-(1-3/4)+

no NMR spectra

literature references

no GlycoMaps

Taxons

Structure entry #13410:

a-L-Fucp-(1-4)+ | b-D-GlcpNAc-(1-1)-propanolamine | a-D-Neup5Ac-(2-3)-b-D-Galp-(1-3)+

no 3d model

no NMR spectra

literature references

no GlycoMaps

Taxons

Sialyl Lewis A (Show) (Search Database)

Sialyl-Lewis A
CA 19-9
carbohydrate antigen 19-9
cancer antigen 19-9

General Structure Data

Chemical Formula:	C₃₁H₅₂N₂O₂₃		#C	#H	#O	#N
Molec. Weight:	820		31	52	23	2
# Atoms:	108
# Residues:	4
# Heavy Atoms:	56

Superclasses:

Neu		Hex
NeuAc	1	Hex	1
		dHex	1
		HexNAc	1

Residues:

Residue	Count
A-D-NEUP5AC	1
A-L-FUCP	1
B-D-GALP	1
B-D-GLCPNAC	1

PDB references: 3

1 - 3 of 3 PDB entries

PDB ID 6xun: Ab 5b1 bound to CA19-9

Description: Heavy chain, Light chain

Source: Homo sapiens

Experimental method: X-RAY DIFFRACTION

Resolution: 2.41Å

Release date: 2021-02-03

Entry features 1 distinct glycan structures [3 instances].

PDB ID 6xuk: AbLIFT design 15 of Ab 1116NS19.9

Description: Heavy chain, Light chain

Source: Mus musculus

Experimental method: X-RAY DIFFRACTION

Resolution: 1.42Å

Release date: 2021-02-03

Entry features 1 distinct glycan structures [1 instances].

PDB ID 6xtg: Ab 1116NS19.9 bound to CA19-9

Description: Light chain, Heavy chain

Source: MUS MUSCULUS

Experimental method: X-RAY DIFFRACTION

Resolution: 1.55Å

Release date: 2021-01-27

Entry features 1 distinct glycan structures [1 instances].

Literature references: 55

1 - 5 of 55 literature references

Reference #22043

Bleuler-Martinez S; Varrot A; Olieric V; Schubert M; Vogt E; Fetz C; Wohlschlager T; Plaza DF; Wälti M; Duport Y; Capitani G; Aebi M; Künzler M

Structure-function relationship of a novel fucoside-binding fruiting body lectin from Coprinopsis cinerea exhibiting nematotoxic activity.

Published 2022 in Glycobiology, 32: 600-615

Reference contains 27 structures

Reference #21703

Ezeabikwa B; Mondal N; Antonopoulos A; Haslam SM; Matsumoto Y; Martin-Caraballo M; Lehoux S; Mandalasi M; Ishaque A; Heimburg-Molinaro J; Cummings RD; Nyame AK

Major differences in glycosylation and fucosyltransferase expression in low-grade versus high-grade bladder cancer cell lines.

Published 2021 in Glycobiology, 31: 1444-1463

Reference contains 15 structures

Reference #21750

Kudelka MR; Stowell SR; Cummings RD; Neish AS

Intestinal epithelial glycosylation in homeostasis and gut microbiota interactions in IBD.

Published 2020 in Nat Rev Gastroenterol Hepatol, 17: 597-617

Reference contains 35 structures

Reference #21814

Roderer D; Bröcker F; Sitsel O; Kaplonek P; Leidreiter F; Seeberger PH; Raunser S

Glycan-dependent cell adhesion mechanism of Tc toxins.

Published 2020 in Nat Commun, 11: 2694

Reference contains 13 structures

Reference #21005

The glycosylation landscape of pancreatic cancer.

Published 2019 in Oncol Lett, 17: 2569-2575

Reference contains 9 structures

NCBI Taxonomy ID	Scientific Name
9606	Homo sapiens
10090	Mus musculus

Consortium for Functional Glycomics (CFG):

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