Trehalulose information

Trehalulose
Names
	IUPAC name 1-O-α-D-Glucopyranosyl-D-fructose
Identifiers
CAS Number	51411-23-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:79284;
ChemSpider	34448547 ;
ECHA InfoCard	100.051.967
EC Number	257-183-7;
KEGG	G01400;
PubChem CID	162104;
UNII	H39U51DD7Q ;
CompTox Dashboard (EPA)	DTXSID60965727 ;
	InChI InChI=1S/C12H22O11/c13-1-4(15)7(17)8(18)5(16)3-22-12-11(21)10(20)9(19)6(2-14)23-12/h4,6-15,17-21H,1-3H2/t4-,6-,7-,8-,9-,10+,11-,12+/m1/s1 Key: NMELTECMHKKXLF-DGQJZECASA-N;
	SMILES C(C1C(C(C(C(O1)OCC(=O)C(C(C(CO)O)O)O)O)O)O)O;
Properties
Chemical formula	C12H22O11
Molar mass	342.297 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Trehalulose is a disaccharide made up of a molecule of fructose bound to a molecule of glucose. Like isomaltulose, it is a structural isomer of sucrose that is present in small quantities in honey.^[1] It makes up 50% of sugars in the honeydew of silverleaf whiteflies^[2]^[3] and is synthesised from sucrose by some bacteria,^[4]^[5] such as Protaminombacter rubrum.^[6]^[1] Because the anomeric carbon of the fructose moiety is not involved in the glycosidic bond, it is a reducing sugar.^[6]

^ ^a ^b Wolfgang Gerhartz, ed. (1994). Ullmann's encyclopedia of industrial chemistry / Vol. A. Alphabetically arranged articles. 25, Starch and other polysaccharides to surfactants (5., completely rev ed.). Weinheim: VCH Verl.-Ges. pp. 426–427. ISBN 3-527-20125-4. OCLC 311987978.
^ Salvucci, Michael E.; Wolfe, Gregory R.; Hendrix, Donald L. (1997-05-01). "Effect of sucrose concentration on carbohydrate metabolism in Bemisia argentifolii: Biochemical mechanism and physiological role for trehalulose synthesis in the silverleaf whitefly". Journal of Insect Physiology. 43 (5): 457–464. doi:10.1016/S0022-1910(96)00124-2. ISSN 0022-1910.
^ Dictionary of carbohydrates with CD-ROM. Collins, P. M. (2nd ed.). Boca Raton. 29 November 2005. p. 538. ISBN 0-8493-7765-X. OCLC 70262506.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
^ Hamerli, Dénes; Birch, Robert G. (2011). "Transgenic expression of trehalulose synthase results in high concentrations of the sucrose isomer trehalulose in mature stems of field-grown sugarcane". Plant Biotechnology Journal. 9 (1): 32–37. doi:10.1111/j.1467-7652.2010.00528.x. ISSN 1467-7652. PMID 20492546.
^ Tsuyuki, Ken'ichiro; Sugitani, Toshiaki; Miyata, Yukie; Ebashi, Tadishi; Nakajima, Yoshikazu (1992). "Isolation and characterization of isomaltulose- and trehalulose-producing bacteria from Thailand soil". The Journal of General and Applied Microbiology. 38 (5): 483–490. doi:10.2323/jgam.38.483. ISSN 1349-8037.
^ ^a ^b Rosenplenter, Kurt; Lipinski, Prof Dr Gert-Wolfhard von Rymon; Nöhle, Prof Dr Ulrich (2007-01-01). Handbuch Süßungsmittel (in German). Behr's Verlag DE. p. 258. ISBN 978-3-89947-947-8.

[Gerhartz_p426-427-1] Wolfgang Gerhartz, ed. (1994). Ullmann's encyclopedia of industrial chemistry / Vol. A. Alphabetically arranged articles. 25, Starch and other polysaccharides to surfactants (5., completely rev ed.). Weinheim: VCH Verl.-Ges. pp. 426–427. ISBN 3-527-20125-4. OCLC 311987978.

[2] Salvucci, Michael E.; Wolfe, Gregory R.; Hendrix, Donald L. (1997-05-01). "Effect of sucrose concentration on carbohydrate metabolism in Bemisia argentifolii: Biochemical mechanism and physiological role for trehalulose synthesis in the silverleaf whitefly". Journal of Insect Physiology. 43 (5): 457–464. doi:10.1016/S0022-1910(96)00124-2. ISSN 0022-1910.

[3] Dictionary of carbohydrates with CD-ROM. Collins, P. M. (2nd ed.). Boca Raton. 29 November 2005. p. 538. ISBN 0-8493-7765-X. OCLC 70262506.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)

[4] Hamerli, Dénes; Birch, Robert G. (2011). "Transgenic expression of trehalulose synthase results in high concentrations of the sucrose isomer trehalulose in mature stems of field-grown sugarcane". Plant Biotechnology Journal. 9 (1): 32–37. doi:10.1111/j.1467-7652.2010.00528.x. ISSN 1467-7652. PMID 20492546.

[5] Tsuyuki, Ken'ichiro; Sugitani, Toshiaki; Miyata, Yukie; Ebashi, Tadishi; Nakajima, Yoshikazu (1992). "Isolation and characterization of isomaltulose- and trehalulose-producing bacteria from Thailand soil". The Journal of General and Applied Microbiology. 38 (5): 483–490. doi:10.2323/jgam.38.483. ISSN 1349-8037.

[Rosenplenter_et_al_p258-6] Rosenplenter, Kurt; Lipinski, Prof Dr Gert-Wolfhard von Rymon; Nöhle, Prof Dr Ulrich (2007-01-01). Handbuch Süßungsmittel (in German). Behr's Verlag DE. p. 258. ISBN 978-3-89947-947-8.

Trehalulose information

and 5 Related for: Trehalulose information

Trehalulose

C12H22O11

Disaccharide

Stingless bee

Isomaltulose synthase