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Key Documents

R7630

Sigma-Aldrich

D-(+)-Raffinose pentahydrate

powder, BioReagent, suitable for cell culture

Synonym(s):

O-α-D-Galactopyranosyl-(1→6)-α-D-glucopyranosyl β-D-fructofuranoside, Melitose, Melitriose

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About This Item

Empirical Formula (Hill Notation):
C18H32O16 · 5H2O
CAS Number:
Molecular Weight:
594.51
Beilstein:
99541
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.75

biological source

cotton seeds

product line

BioReagent

Assay

≥98.0%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 50 mg/mL

SMILES string

O.O.O.O.O.OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C18H32O16.5H2O/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18;;;;;/h5-17,19-29H,1-4H2;5*1H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+;;;;;/m1...../s1

InChI key

BITMAWRCWSHCRW-PFQJHCPISA-N

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Application

D-(+)-Raffinose pentahydrate has been used as a cryoprotectant for Caudal epididymis and zebrafish sperm.

Biochem/physiol Actions

Raffinose is a galactosyl-glucosyl-fructosyl trisaccharide, which belongs to the family of oligosaccharides. It is hydrolyzed to D-galactose and sucrose by D-galactosidase. Raffinose is extracted from beet sugar molasses, cottonseed meal and seeds of food legumes. It has cell proliferative and anti-oxidative properties. Raffinose improves immune response and also has healing property.

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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Enological Chemistry (2012)
Effects of dietary raffinose on growth, non-specific immunity, intestinal morphology and microbiome of juvenile hybrid sturgeon (Acipenser baeri Brandt? times A. schrenckii Brandt?)
Xu G, et al.
Fish & Shellfish Immunology, 72, 237-246 (2018)
Inhibition of in vitro fertilizing capacity of cryopreserved mouse sperm by factors released by damaged sperm, and stimulation by glutathione
Bath ML
PLoS ONE, 5(2), e9387-e9387 (2010)
Changes to extender, cryoprotective medium, and in vitro fertilization improve zebrafish sperm cryopreservation
Matthews JL, et al.
Zebrafish, 15(3), 279-290 (2018)
The crystal structure of a trisaccharide, raffinose pentahydrate
Berman HM
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 26(3), 290-299 (1970)

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