C11 TopFluor® GM3 Ammonium salt

Catalog NumberBL-M000420
CAS Number2260795-48-8
DescriptionC11 TopFluor® GM3 Ammonium salt - a highly pure, fluorescent lipid probe that delves into the intricacies of ganglioside metabolism within biological samples. This remarkable probe is not just limited to that though; it can alight on GM3 gangliosides within cells that are involved in disruptive lipid-related diseases like neurodegeneration, inherited metabolic disorders and cancer. That's not all - TopFluor® GM3's exceptional structural and fluorescence properties place it on a pedestal as an invaluable tool for scrutinizing lipid membrane dynamics and signal transduction pathways with great precision.
IUPAC Nameazanium;(2S,4S,5R,6R)-5-acetamido-2-(((2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-6-(((2S,3R,E)-2-(11-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)undecanamido)-3-hydroxyoctadec-4-en-1-yl)oxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
SynonymsC11 TopFluor GM3 Ganglioside (ammonium salt); Borate(1-), [N-[(1S,2R,3E)-1-[[[O-(N-acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-λ-(3,5-dimethyl-2H-pyrrol-2-ylidene-κN)-3,5-dimethyl-1H-pyrrole-2-dodecanamidato(2-)-κN1]difluoro-, ammonium (1:1), (T-4)-; (T-4)-[N-[(1S,2R,3E)-1-[[[O-(N-Acetyl-α-neuraminosyl)-(2→3)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-λ-(3,5-dimethyl-2H-pyrrol-2-ylidene-κN)-3,5-dimethyl-1H-pyrrole-2-dodecanamidato(2-)-κN1]difluoroborate(1-) ammonium salt
Molecular Weight1346.40
Molecular FormulaC65H110BF2N5O21
SolubilitySoluble in Chloroform, Methanol, Water
AppearanceYellow to Orange Liquid
Shelf Life1 Year
StorageStore at -20 °C
Percent CompositionC 57.98%, H 8.23%, B 0.80%, F 2.82%, N 5.20%, O 24.95%
Canonical SMILESO=C([O-])C1(OC2C(O)C(OC(CO)C2O)OC3C(O)C(O)C(OCC(NC(=O)CCCCCCCCCCC4=C5C(=CC(=[N]5[B+3]([F-])([F-])[N-]6C4=C(C=C6C)C)C)C)C(O)C=CCCCCCCCCCCCCC)OC3CO)OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1.[NH4+]
InChIInChI=1S/C65H107BF2N4O21.H3N/c1-7-8-9-10-11-12-13-14-15-16-20-23-26-29-45(77)44(70-50(80)30-27-24-21-18-17-19-22-25-28-43-52-38(2)31-40(4)71(52)66(67,68)72-41(5)32-39(3)53(43)72)37-88-62-57(84)56(83)59(49(36-75)90-62)91-63-58(85)61(55(82)48(35-74)89-63)93-65(64(86)87)33-46(78)51(69-42(6)76)60(92-65)54(81)47(79)34-73;/h26,29,31-32,44-49,51,54-63,73-75,77-79,81-85H,7-25,27-28,30,33-37H2,1-6H3,(H,69,76)(H,70,80)(H,86,87);1H3/b29-26+;/t44-,45+,46-,47+,48+,49+,51+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63-,65-;/m0./s1
InChI KeySLYVQPFOIHUURW-IWAQICCLSA-N

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