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Merck
CN

R7630

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:
17629-30-0
Molecular Weight:
594.51
UNSPSC Code:
12352201
NACRES:
NA.75
PubChem Substance ID:
24899394
EC Number:
208-146-9
Beilstein/REAXYS Number:
99541
MDL number:
MFCD00071590

Key Documents

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Product Name

D-(+)-Raffinose pentahydrate, powder, BioReagent, suitable for cell culture

InChI key

BITMAWRCWSHCRW-PFQJHCPISA-N

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

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

biological source

cotton seeds

product line

BioReagent

assay

≥98.0%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 50 mg/mL

Quality Level

200

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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.

Application

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6359V
WXBF5109V
WXBF4886V
WXBF3883V
WXBF1842V

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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)
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)
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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