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N8393

Sigma-Aldrich

Neocarraoctaose 41,43,45,47-tetrasulfate tetrasodium salt

≥95%

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About This Item

Linear Formula:
C48H70O49S4Na4
CAS Number:
133647-94-6
Molecular Weight:
1651.26
MDL number:
MFCD00133664
UNSPSC Code:
12352201
PubChem Substance ID:
329818686

Assay

≥95%

form

solid

storage temp.

2-8°C

SMILES string

[Na+].[Na+].[Na+].[Na+].OC[C@H]1OC(O)[C@H](O)[C@@H](O[C@H]2O[C@@H]3CO[C@H]([C@H]2O)[C@H]3O[C@@H]4O[C@H](CO)[C@H](OS([O-])(=O)=O)[C@H](O[C@H]5O[C@@H]6CO[C@H]([C@H]5O)[C@H]6O[C@@H]7O[C@H](CO)[C@H](OS([O-])(=O)=O)[C@H](O[C@H]8O[C@@H]9CO[C@H]([C@H]8O)[C@H]9O[C@@H]%10O[C@H](CO)[C@H](OS([O-])(=O)=O)[C@H](O[C@H]%11O[C@@H]%12CO[C@@H]([C@H]%12O)[C@H]%11O)[C@H]%10O)[C@H]7O)[C@H]4O)[C@H]1OS([O-])(=O)=O

InChI

1S/C48H74O49S4.4Na/c49-1-9-29(94-98(63,64)65)37(18(54)41(62)79-9)90-43-20(56)34-26(14(84-43)6-76-34)87-47-24(60)39(31(11(3-51)81-47)96-100(69,70)71)92-45-22(58)36-28(16(86-45)8-78-36)89-48-25(61)40(32(12(4-52)82-48)97-101(72,73)74)93-44-21(57)35-27(15(85-44)7-77-35)88-46-23(59)38(30(10(2-50)80-46)95-99(66,67)68)91-42-19(55)33-17(53)13(83-42)5-75-33;;;;/h9-62H,1-8H2,(H,63,64,65)(H,66,67,68)(H,69,70,71)(H,72,73,74);;;;/q;4*+1/p-4/t9-,10-,11-,12-,13-,14-,15-,16-,17+,18-,19-,20-,21-,22-,23-,24-,25-,26+,27+,28+,29+,30+,31+,32+,33+,34-,35-,36-,37-,38-,39-,40-,41?,42-,43-,44-,45-,46+,47+,48+;;;;/m1..../s1

InChI key

QVAKGEVIXLNPPV-CQWLXSKTSA-J

Application

Neocarraoctaose has been used in a study to assess sequence determination of sulfated carrageenan-derived oligosaccharides. It has also been used in a study to investigate the differential carbohydrate binding and cell surface glycosylation of human cancer cell lines.

Other Notes

Mixed anomers

Preparation Note

Prepared enzymatically from κ-carrageenan.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nadia X Arndt et al.
Journal of cellular biochemistry, 112(9), 2230-2240 (2011-04-12)
Currently there is only a modest level knowledge of the glycosylation status of immortalised cell lines that are commonly used in cancer biology as well as their binding affinities to different glycan structures. Through use of glycan and lectin microarray
Guangli Yu et al.
Analytical chemistry, 78(24), 8499-8505 (2006-12-15)
Negative-ion electrospray tandem mass spectrometry with collision-induced dissociation is assessed for sequence determination of multiply sulfated oligosaccharide fragments of carrageenan obtained from partial depolymerization of the polysaccharides by either enzymatic digestion or mild acid hydrolysis. Carrageenan oligosaccharides with homogeneous disaccharide
M W McLean et al.
European journal of biochemistry, 93(3), 553-558 (1979-02-01)
A kappa-carrageenase was isolated from the cell-free medium of cultured Pseudomonas carrageenovora. From dodecylsulphate/polyacrylamide gel electrophoresis, a single protein (identified as the kappa-carrageenase) was detected in the medium. Activity against nominal carrageenan types and inspection of the products indicate the

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