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Raffinose information


Raffinose
Names
IUPAC name
β-D-Fructofuranosyl α-D-galactopyranosyl-(1→6)-α-D-glucopyranoside
Systematic IUPAC name
(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol
Other names
rafinosa
D-(+)-Raffinose
D-Raffinose
D-raffinose pentahydrate
Gossypose
Melitose
Melitriose
NSC 170228
NSC 2025
6G-α-D-galactosylsucrose;
β-D-fructofuranosyl-O-α-D-glucopyranosyl-(1→6)-α-D-galactopyranoside hydrate(1:5)
Identifiers
CAS Number
  • 512-69-6 checkY
  • (pentahydrate): 17629-30-0 checkY[ECHA]
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16634 checkY
ChEMBL
  • ChEMBL603717 ☒N
ChemSpider
  • 388379 checkY
ECHA InfoCard 100.007.407 Edit this at Wikidata
EC Number
  • 208-146-9  checkY[ECHA]
  • (pentahydrate): 605-771-2
KEGG
  • C00492
PubChem CID
  • 439242
UNII
  • N5O3QU595M checkY
CompTox Dashboard (EPA)
  • DTXSID8041111 Edit this at Wikidata
InChI
  • InChI=1S/C18H32O16/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/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1 checkY
    Key: MUPFEKGTMRGPLJ-ZQSKZDJDSA-N checkY
  • InChI=1S/C18H32O16/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/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1
    Key: MUPFEKGTMRGPLJ-ZQSKZDJDBO
  • Key: MUPFEKGTMRGPLJ-ZQSKZDJDSA-N
SMILES
  • C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O)O)O)O)O)O
Properties
Chemical formula
C18H32O16
Molar mass 594.5 g/mol (pentahydrate)
Melting point 118 °C
Solubility in water
203 g/L
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Raffinose is a trisaccharide composed of galactose, glucose, and fructose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose can be hydrolyzed to D-galactose and sucrose by the enzyme α-galactosidase (α-GAL), an enzyme synthesized by bacteria found in the large intestine. α-GAL also hydrolyzes other α-galactosides such as stachyose, verbascose, and galactinol, if present. In plants, raffinose plays a significant role in stress responses, particularly temperature sensitivity, seed vigour, resistance to pathogens, and desiccation.

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Raffinose

Last Update:

Raffinose is a trisaccharide composed of galactose, glucose, and fructose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other...

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Oligosaccharide

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occur as components of glycoproteins or glycolipids. Some, such as the raffinose series, occur as storage or transport carbohydrates in plants. Others...

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Chickpea

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their contents are still higher than proposed by the FAO/WHO reference. Raffinose and sucrose and other reducing sugars diffuse from the chickpea into the...

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Bean

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beans, kidney beans and soybeans, contain oligosaccharides (particularly raffinose and stachyose), a type of sugar molecule also found in cabbage. An anti-oligosaccharide...

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Coliform bacteria

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Klebsiella species in a mixed sample is an agar including ornithine, raffinose, and Koser citrate, where members of this genus will form yellow, wet-looking...

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Enterococcus raffinosus

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anaerobic metabolism, including the ability to ferment the trisaccharide raffinose. This mesophilic microaerophile has optimal growth at 37°C in Columbia...

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Xanthan gum

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

Word Count : 1700

FODMAP

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polymers of fructose (fructans) and galactooligosaccharides (GOS, stachyose, raffinose), disaccharides (lactose), monosaccharides (fructose), and sugar alcohols...

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Sauerkraut

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sauerkraut may lead to bloating and flatulence due to the trisaccharide raffinose, which the human small intestine cannot break down. This does not negatively...

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Melibiose

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glucose moiety. It can be formed by invertase-mediated hydrolysis of raffinose, which produces melibiose and fructose. Melibiose can be broken down into...

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Tempeh

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equate to 12 - 17% of the dry beans. The oligosaccharides, stachyose, raffinose and sucrose, can constitute up to 50% of the soluble materials lost. During...

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Sugar

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

Word Count : 10519

Molasses

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potassium, oxalate and chloride. It contains betaine and the trisaccharide raffinose. These result from the concentration of the original plant material or...

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Christensenella

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cannot be utilized maltose, lactose, trehalose, sucrose, D-sorbitol, raffinose, D-mannitol, melesitol cellobiose Enzymatic activity β-galactosidase,...

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Carbohydrate

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Oligosaccharides (3–9) Malto-oligosaccharides Maltodextrins Other oligosaccharides Raffinose, stachyose, fructo-oligosaccharides Polysaccharides (>9) Starch Amylose...

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Polysaccharide

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

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Soy milk

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at least 90 minutes hydrolyzed or helped to break down its undesirable raffinose and stachyose, oligosaccharides, which can cause flatulence and digestive...

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Stachyose

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Gal(α1→6)Gal(α1→6)Glc(α1↔2β)Fruf. Together with related oligosaccharides such as raffinose, stachyose occurs naturally in numerous vegetables (e.g. green beans,...

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List of sugars

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

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Pea protein

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raffinose. Sucrose ranges from 2.2% to 2.6%, whereas oligosaccharides, such as stachyose have a range of 1.3-3.2%, verbascose 1.2-4.0%, and raffinose...

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Soybean

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soybeans are the disaccharide sucrose (range 2.5–8.2%), the trisaccharide raffinose (0.1–1.0%) composed of one sucrose molecule connected to one molecule...

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Reducing sugar

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

Word Count : 1690

Isomaltooligosaccharide

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

Word Count : 1907

Glycogen

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

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Glycosidic bond

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

Word Count : 2047

Monosaccharide

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Maltose Sucrose Trehalose Turanose Trisaccharides Maltotriose Melezitose Raffinose Tetrasaccharides Stachyose Other oligosaccharides Acarbose Fructooligosaccharide...

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Fructan

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moieties) (Figure 1). Van den Ende, Wim (2013). "Multifunctional fructans and raffinose family oligosaccharides". Frontiers in Plant Science. 4: 247. doi:10.3389/fpls...

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