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MedKoo Cat#: 145710 | Name: Bifurcose

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bifurcose is a type of fructooligosaccharide, a carbohydrate composed of fructose units. Specifically, it is a trisaccharide that includes a unique linkage between fructose molecules. Bifurcose is often found as a structural component of fructans, which are storage carbohydrates in plants, particularly in grasses. Bifurcose plays a role in plant metabolism, potentially involved in the storage and mobilization of energy reserves in plants under different environmental conditions.

Chemical Structure

Bifurcose
Bifurcose
CAS#3568-31-8

Theoretical Analysis

MedKoo Cat#: 145710

Name: Bifurcose

CAS#: 3568-31-8

Chemical Formula: C24H42O21

Exact Mass: 666.2200

Molecular Weight: 666.58

Elemental Analysis: C, 43.25; H, 6.35; O, 50.40

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Bifurcose;
IUPAC/Chemical Name
(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2,5-bis((((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChi Key
MMYFQTWHKPSUDE-DLQNOBSRSA-N
InChi Code
1S/C24H42O21/c25-1-8-12(30)16(34)17(35)21(41-8)45-24(7-40-23(6-29)19(37)14(32)10(3-27)43-23)20(38)15(33)11(44-24)4-39-22(5-28)18(36)13(31)9(2-26)42-22/h8-21,25-38H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18+,19+,20+,21-,22-,23-,24+/m1/s1
SMILES Code
OC[C@H]1O[C@@](CO)(OC[C@H]2O[C@@](CO[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 666.58 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kawakami A, Yoshida M, Van den Ende W. Molecular cloning and functional analysis of a novel 6&1-FEH from wheat (Triticum aestivum L.) preferentially degrading small graminans like bifurcose. Gene. 2005 Sep 26;358:93-101. doi: 10.1016/j.gene.2005.05.029. PMID: 16051449. 2: Lasseur B, Lothier J, Wiemken A, Van Laere A, Morvan-Bertrand A, Van den Ende W, Prud'homme MP. Towards a better understanding of the generation of fructan structure diversity in plants: molecular and functional characterization of a sucrose:fructan 6-fructosyltransferase (6-SFT) cDNA from perennial ryegrass (Lolium perenne). J Exp Bot. 2011 Mar;62(6):1871-85. doi: 10.1093/jxb/erq388. Epub 2010 Dec 31. PMID: 21196473; PMCID: PMC3060680. 3: Der Agopian RG, Purgatto E, Cordenunsi BR, Lajolo FM. Synthesis of fructooligosaccharides in banana 'prata' and its relation to invertase activity and sucrose accumulation. J Agric Food Chem. 2009 Nov 25;57(22):10765-71. doi: 10.1021/jf902163f. PMID: 19860446. 4: Zhong C, Hu C, Xu C, Zhang Z, Hu G. Metabolomics reveals changes in soil metabolic profiles during vegetation succession in karst area. Front Microbiol. 2024 Jun 26;15:1337672. doi: 10.3389/fmicb.2024.1337672. PMID: 38989027; PMCID: PMC11233535. 5: Zhang J, Dell B, Ma W, Vergauwen R, Zhang X, Oteri T, Foreman A, Laird D, Van den Ende W. Contributions of Root WSC during Grain Filling in Wheat under Drought. Front Plant Sci. 2016 Jun 23;7:904. doi: 10.3389/fpls.2016.00904. PMID: 27446134; PMCID: PMC4917532. 6: Tanaka K, Shimonishi M, Kitagaki M, Ikunaga M. Action of levan fructotransferase of Arthrobacter ureafaciens on three oligosaccharides containing a bifurcose residue. Agric Biol Chem. 1990 Mar;54(3):815-7. PMID: 1368538. 7: Bancal P, Henson CA, Gaudillère JP, Carpita NC. Fructan chemical structure and sensitivity to an exohydrolase. Carbohydr Res. 1991 Sep 18;217:137-51. doi: 10.1016/0008-6215(91)84124-w. PMID: 1797396. 8: Praznik W, Spies T, Hofinger A. Fructo-oligosaccharides from the stems of Triticum aestivum. Carbohydr Res. 1992 Nov 4;235:231-8. doi: 10.1016/0008-6215(92)80091-e. PMID: 1473106. 9: Sprenger N, Schellenbaum L, van Dun K, Boller T, Wiemken A. Fructan synthesis in transgenic tobacco and chicory plants expressing barley sucrose: fructan 6-fructosyltransferase. FEBS Lett. 1997 Jan 6;400(3):355-8. doi: 10.1016/s0014-5793(96)01418-4. PMID: 9009230. 10: Al-Sheikh Ahmed S, Zhang J, Farhan H, Zhang Y, Yu Z, Islam S, Chen J, Cricelli S, Foreman A, Ende WVD, Ma W, Dell B. Diurnal Changes in Water Soluble Carbohydrate Components in Leaves and Sucrose Associated TaSUT1 Gene Expression during Grain Development in Wheat. Int J Mol Sci. 2020 Nov 5;21(21):8276. doi: 10.3390/ijms21218276. PMID: 33167324; PMCID: PMC7663803. 11: Penson SP, Cairns AJ. Fructan biosynthesis in excised leaves of wheat (Triticum aestivum L.): a comparison of de novo synthesis in vivo and in vitro. New Phytol. 1994 Nov;128(3):395-402. doi: 10.1111/j.1469-8137.1994.tb02985.x. PMID: 33874579. 12: Jeong BR, Housley TL. Purification and Characterization of Wheat beta(2-->1) Fructan:Fructan Fructosyl Transferase Activity. Plant Physiol. 1992 Sep;100(1):199-204. doi: 10.1104/pp.100.1.199. PMID: 16652946; PMCID: PMC1075537. 13: Cimini S, Locato V, Vergauwen R, Paradiso A, Cecchini C, Vandenpoel L, Verspreet J, Courtin CM, D'Egidio MG, Van den Ende W, De Gara L. Fructan biosynthesis and degradation as part of plant metabolism controlling sugar fluxes during durum wheat kernel maturation. Front Plant Sci. 2015 Feb 20;6:89. doi: 10.3389/fpls.2015.00089. PMID: 25750648; PMCID: PMC4335405. 14: Del Viso F, Casabuono AC, Couto AS, Hopp HE, Puebla AF, Heinz RA. Functional characterization of a sucrose:fructan 6-fructosyltransferase of the cold- resistant grass Bromus pictus by heterelogous expression in Pichia pastoris and Nicotiana tabacum and its involvement in freezing tolerance. J Plant Physiol. 2011 Mar 15;168(5):493-9. doi: 10.1016/j.jplph.2010.07.013. Epub 2010 Sep 15. PMID: 20828870. 15: Simmen U, Obenland D, Boller T, Wiemken A. Fructan Synthesis in Excised Barley Leaves (Identification of Two Sucrose-Sucrose Fructosyltransferases Induced by Light and Their Separation from Constitutive Invertases). Plant Physiol. 1993 Feb;101(2):459-468. doi: 10.1104/pp.101.2.459. PMID: 12231699; PMCID: PMC160592.