A fluorescently labeled form of ganglioside GM1
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C3 BODIPY Ganglioside GM1 (d18:1/3:0) (ammonium salt)

Item No. 33799

Technical Information
Formal Name
(2S,4S,5R,6R)-5-acetamido-2-(((2R,3S,4R,5R,6S)-3-(((2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3S,4R,5R,6R)-6-(((2S,3R,E)-2-(3-(5,5-difluoro-7,9-dimethyl-5H-4,6λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-2-yl)propanamido)-3-hydroxyoctadec-4-en-1-yl)oxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-5-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate, monoammonium salt
Synonyms
  • C3-BODIPY GM1
  • N-Propanoyl-BODIPY-Gmonosialoganglioside GM1
Molecular Formula
C69H109BF2N5O31 • NH4
Formula Weight
Purity
≥98%
Emission
512 nm
Excitation
503 nm
A solid
Chloroform:Methanol:DI water (2:1:0.2): soluble
SMILES
[H][C@](CO[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@@H]3O[C@@H]([C@@H]([C@@H]([C@H]3NC(C)=O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)CO)O[C@@]5(C([O-])=O)O[C@]([C@@H]([C@@H](CO)O)O)([H])[C@H](NC(C)=O)[C@@H](O)C5)O)CO)([C@@H](/C=C/CCCCCCCCCCCCC)O)NC(CCC6=CN([B-](F)(F)[N+]7=C(C)C=C(C)C7=C8)C8=C6)=O.[NH4+]
InChi Code
InChI=1S/C69H110BF2N5O31.H3N/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-41(85)39(75-48(88)21-20-37-23-38-24-40-33(2)22-34(3)77(40)70(71,72)76(38)26-37)32-99-65-57(95)55(93)59(46(30-81)102-65)104-67-58(96)63(108-69(68(97)98)25-42(86)49(73-35(4)83)62(107-69)51(89)43(87)27-78)60(47(31-82)103-67)105-64-50(74-36(5)84)61(53(91)45(29-80)100-64)106-66-56(94)54(92)52(90)44(28-79)101-66;/h18-19,22-24,26,39,41-47,49-67,78-82,85-87,89-96H,6-17,20-21,25,27-32H2,1-5H3,(H,73,83)(H,74,84)(H,75,88)(H,97,98);1H3/b19-18+;/t39-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-,53-,54-,55+,56+,57+,58+,59+,60-,61+,62+,63+,64-,65+,66-,67-,69-;/m0./s1
InChi Key
OKLNBYVPAVWEDF-PXHGQUPUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C3 BODIPY Ganglioside GM1 (d18:1/3:0) is a fluorescently labeled form of ganglioside GM1. It is composed of ganglioside GM1 with BODIPY 503/512 (Item No. 28800), which displays excitation/emission maxima of 503/512 nm, respectively, incorporated at the N-acyl chain position.1 As this product is derived from a natural source, there may also be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 2060]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rasmussen, J.-A.M., and Hermetter, A. Chemical synthesis of fluorescent glycero- and sphingolipids. Prog. Lipid Res. 47(6), 436-460 (2008).