Reaction participants Show >> << Hide
- Name help_outline a neolactoside nLc4Cer Identifier CHEBI:90376 Charge 0 Formula C30H50N2O23R2 SMILEShelp_outline [C@H]([C@@H](*)O)(NC(=O)*)CO[C@@H]1O[C@@H]([C@@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@H]([C@H](O[C@@H]4O[C@@H]([C@H](O)[C@@H]([C@H]4O)O)CO)[C@H](O3)CO)O)NC(C)=O)[C@H]([C@@H](CO)O2)O)O)[C@@H]([C@H]1O)O)CO 2D coordinates Mol file for the small molecule Search links Involved in 12 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline UDP-N-acetyl-α-D-glucosamine Identifier CHEBI:57705 (Beilstein: 4286654) help_outline Charge -2 Formula C17H25N3O17P2 InChIKeyhelp_outline LFTYTUAZOPRMMI-CFRASDGPSA-L SMILEShelp_outline CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O 2D coordinates Mol file for the small molecule Search links Involved in 88 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline a neolactoside IV3-β-GlcNAc-nLc4Cer Identifier CHEBI:144378 Charge 0 Formula C38H63N3O28R2 SMILEShelp_outline [C@@H]1([C@@H]([C@H]([C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@H]([C@H](O)[C@H](O3)CO)O)NC(C)=O)[C@@H](O)[C@H](O2)CO)O)[C@H](O1)CO)O)NC(C)=O)O[C@@H]4[C@H]([C@H](O[C@@H]5[C@H](O[C@@H](OC[C@H](NC(=O)*)[C@@H](*)O)[C@@H]([C@H]5O)O)CO)O[C@@H]([C@@H]4O)CO)O 2D coordinates Mol file for the small molecule Search links Involved in 4 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H+ Identifier CHEBI:15378 Charge 1 Formula H InChIKeyhelp_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILEShelp_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,176 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline UDP Identifier CHEBI:58223 Charge -3 Formula C9H11N2O12P2 InChIKeyhelp_outline XCCTYIAWTASOJW-XVFCMESISA-K SMILEShelp_outline O[C@@H]1[C@@H](COP([O-])(=O)OP([O-])([O-])=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O 2D coordinates Mol file for the small molecule Search links Involved in 542 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
RHEA:58464 | RHEA:58465 | RHEA:58466 | RHEA:58467 | |
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Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
UniProtKB help_outline |
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Related reactions help_outline
Specific form(s) of this reaction
Publications
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Beta 1-3-N-acetylglucosaminyltransferase in human leukocytes: properties and role in regulating neolacto glycosphingolipid biosynthesis.
Stults C.L., Macher B.A.
There are well-established differences in the expression of neolacto neutral glycosphingolipids among human leukocyte subclasses. Mature myeloid cells express several types of these compounds, whereas mature lymphoid cells are deficient in such compounds. The biochemical basis for this is unknown. ... >> More
There are well-established differences in the expression of neolacto neutral glycosphingolipids among human leukocyte subclasses. Mature myeloid cells express several types of these compounds, whereas mature lymphoid cells are deficient in such compounds. The biochemical basis for this is unknown. Therefore, enzyme studies were done to determine whether different classes of leukocytes (represented by cell lines) contained beta 1-3-N-acetylglucosaminyltransferase activity (EC 2.4.1.149, beta 1-3GlcNAcT(i)). This enzyme participates in the synthesis of Type 2 chains in glycosphingolipids by catalyzing the following two reactions: (i) Gal beta 1-4Glc beta 1-1Cer (lactosylceramide, LacCer) + UDP-GlcNAc-->GlcNAc beta 1-3Gal beta 1-4Glc beta 1-1Cer (lactotriaosylceramide) and (ii) Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4Glc beta 1-1Cer (neolactotetraosylceramide) + UDP-GlcNAc-->GlcNAc beta 1-3Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4Glc beta 1-1Cer. The first reaction may be the key step in the biosynthetic pathway of neolacto structures in human leukocytes. Therefore, extracts from several cell lines representative of both myeloid and lymphoid lineages, at varied stages of maturity, were assayed with LacCer for the presence of beta 1-3GlcNAcT(i) activity. Our results indicate that myeloid cells contain this initiating beta 1-3GlcNAcT(i) activity, whereas lymphoid cells do not. This is consistent with our thin-layer chromatography immunostain results which show that all myeloid cell lines express neutral neolacto glycosphingolipids and lymphoid cells do not. Our findings suggest that the presence of the initiating activity only in myeloid cells is a regulatory factor in the expression of neutral neolacto glycosphingolipids in human leukocytes. We also tested both myeloid and lymphoid cell lines for the presence of elongating beta 1-3GlcNAcT(i) activity (reaction (ii) above) by using neolactotetraosylceramide as an acceptor. Our results show that an elongating activity is expressed by all myeloid and lymphoid cell lines tested. Initiating (myeloid) and elongating (myeloid and lymphoid) activities were distinguished by several characteristics: metal ion activation, pH optimum, and kinetic constants. In conclusion, our results indicate the presence of two beta 1-3GlcNAcT(i) activities in human leukocytes: one that catalyzes the initial reaction and is found only in the myeloid lineage and one that catalyzes the elongating reaction and is found in both myeloid and lymphoid cells. << Less