alpha-L-Rhap-(1->3)-[alpha-L-Rhap-(1->3)-[alpha-L-Rhap-(1->3)-[beta-D-Glcp-(1->6)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2Ac-(1->3)-GlcpNAc-(1->4)]-[beta-D-Glcp-(1->6)]-alpha-D-Glc-(1->3)-alpha-L-Rhap2Ac-(1->3)-beta-D-GlcpNAc-(1->4)]-[beta-D-Glcp-(1->6)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2Ac-(1->3)-beta-D-GlcpNacO[CH2]2NH2 (CHEBI:194247)

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CHEBI:194247 - α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glc-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNacO[CH₂]₂NH₂

ChEBI ID	CHEBI:194247
ChEBI Name	α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glc-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNacO[CH₂]₂NH₂
Stars
ASCII Name	alpha-L-Rhap-(1->3)-[alpha-L-Rhap-(1->3)-[alpha-L-Rhap-(1->3)-[beta-D-Glcp-(1->6)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2Ac-(1->3)-GlcpNAc-(1->4)]-[beta-D-Glcp-(1->6)]-alpha-D-Glc-(1->3)-alpha-L-Rhap2Ac-(1->3)-beta-D-GlcpNAc-(1->4)]-[beta-D-Glcp-(1->6)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2Ac-(1->3)-beta-D-GlcpNacO[CH2]2NH2
Definition	A synthetic β-D-glucoside that is a branched pentadecasaccharide derivative consisting of three β-D-Glc-(1→6)-[α-L-Rha-(1→3)]-α-D-Glc-(1→3)-α-L-Rha2Ac-(1→3)-β-D-GlcNAc pentasaccharide units linked (1→4) between the GlcNac residue at the reducing end of one unit and the OH at position 4 of the α-D-glucose residue of the adjacent unit. An aminoethyl linker from the reducing-end GlcNAc residue allows for efficient conjugation to a carrier protein.
Last Modified	20 January 2023
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C104H172N4O73
Net Charge	0
Average Mass	2646.475
Monoisotopic Mass	2644.98697
SMILES	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@@H](O[C@@H]3[C@@H](O)[C@H](C)O[C@@H](O[C@H]4[C@H](O)[C@@H](CO)O[C@@H](O[C@H]5[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@@H](O)[C@@H](O[C@@H]6[C@@H](O)[C@H](C)O[C@@H](O[C@H]7[C@H](O)[C@@H](CO)O[C@@H](OCCN)[C@@H]7NC(C)=O)[C@@H]6OC(C)=O)O[C@@H]5CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4NC(C)=O)[C@@H]3OC(C)=O)O[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[C@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H]2O)[C@H]1OC(C)=O
InChI	InChI=1S/C104H172N4O73/c1-24-48(121)61(134)70(143)96(153-24)176-81-60(133)42(21-150-93-67(140)64(137)54(127)36(15-109)165-93)168-99(73(81)146)177-82-51(124)27(4)157-103(87(82)159-33(10)118)174-79-46(107-31(8)116)91(163-40(19-113)58(79)131)171-77-44(23-152-95-69(142)66(139)56(129)38(17-111)167-95)170-101(75(148)86(77)181-98-72(145)63(136)50(123)26(3)155-98)179-84-53(126)29(6)158-104(89(84)161-35(12)120)175-80-47(108-32(9)117)92(164-41(20-114)59(80)132)172-76-43(22-151-94-68(141)65(138)55(128)37(16-110)166-94)169-100(74(147)85(76)180-97-71(144)62(135)49(122)25(2)154-97)178-83-52(125)28(5)156-102(88(83)160-34(11)119)173-78-45(106-30(7)115)90(149-14-13-105)162-39(18-112)57(78)130/h24-29,36-104,109-114,121-148H,13-23,105H2,1-12H3,(H,106,115)(H,107,116)(H,108,117)/t24-,25-,26-,27-,28-,29-,36+,37+,38+,39+,40+,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,51-,52-,53-,54+,55+,56+,57+,58+,59+,60+,61+,62+,63+,64-,65-,66-,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81-,82+,83+,84+,85+,86+,87+,88+,89+,90+,91-,92-,93+,94+,95+,96-,97-,98-,99+,100+,101+,102-,103-,104-/m0/s1
InChIKey	SIDJCNYNJQOQAR-WJMQBRDPSA-N

Roles Classification

Biological Role:

antigen Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).

ChEBI Ontology

Outgoing Relation(s)
	α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glc-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNacO[CH₂]₂NH₂ (CHEBI:194247) has role antigen (CHEBI:59132)
	α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[α-L-Rhap-(1→3)-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glc-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-Glcp-(1→3)-α-L-Rhap2Ac-(1→3)-β-D-GlcpNacO[CH₂]₂NH₂ (CHEBI:194247) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
2-aminoethyl α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside

IUPAC Name

2-aminoethyl α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside

Synonyms	Source
2-aminoethyl 6-deoxy-α-L-mannopyranosyl-(1→3)-[6-deoxy-α-L-mannopyranosyl-(1→3)-[6-deoxy-α-L-mannopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-6-deoxy-α-L-mannopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-6-deoxy-α-L-mannopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-6-deoxy-α-L-mannopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside	IUPAC
α-L-Rha-(1→3)-[α-L-Rha-(1→3)-[α-L-Rha-(1→3)-[β-D-Glc-(1→6)]-α-D-Glc-(1→3)-α-L-Rha2Ac-(1→3)-GlcNAc-(1→4)]-[β-D-Glc-(1→6)]-α-D-Glc-(1→3)-α-L-Rha2Ac-(1→3)-β-D-GlcNAc-(1→4)]-[β-D-Glc-(1→6)]-α-D-Glc-(1→3)-α-L-Rha2Ac-(1→3)-β-D-GlcNacO[CH₂]₂NH₂	ChEBI
2-aminoethyl α-L-rhamnosyl-(1→3)-[α-L-rhamnosyl-(1→3)-[α-L-rhamnosyl-(1→3)-[β-D-glucosyl-(1→6)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminyl-(1→4)]-[β-D-glucosyl-(1→6)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminyl-(1→4)]-[β-D-glucosyl-(1→6)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminide	ChEBI
Rhaα1-3[Rhaα1-3[Rhaα1-3(Glcβ1-6)Glcα1-3Rha2Acα1-3GlcNAc1-4](Glcβ1-6)Glcα1-3Rha2Ac1-3GlcNAcβ1-4](Glcβ1-6)Glcα1-3Rha2Ac1-3GlcNAcβO[CH₂]₂NH₂	IUPAC
2-aminoethyl β-D-glucopyranosyl-(1→6)-[β-D-glucopyranosyl-(1→6)-[β-D-glucopyranosyl-(1→6)-[α-L-rhamnopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[α-L-rhamnopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[α-L-rhamnopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside	ChEBI
2-aminoethyl β-D-glucosyl-(1→6)-[β-D-glucosyl-(1→6)-[β-D-glucosyl-(1→6)-[α-L-rhamnosyl-(1→3)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminyl-(1→4)]-[α-L-rhamnosyl-(1→3)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminyl-(1→4)]-[α-L-rhamnosyl-(1→3)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminide	ChEBI

Citations