Sophorose | CAS#534-46-3 | Gene expression inducer

MedKoo Cat#: 585176 | Name: Sophorose

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Description:

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

Sophorose is an inducer for gene expression in Trichoderma reesei.

Chemical Structure

Sophorose

CAS#534-46-3

Theoretical Analysis

MedKoo Cat#: 585176

Name: Sophorose

CAS#: 534-46-3

Chemical Formula: C12H22O11

Exact Mass: 342.1162

Molecular Weight: 342.30

Elemental Analysis: C, 42.11; H, 6.48; O, 51.41

Price and Availability

Size	Price	Availability
10mg	USD 450.00	2 Weeks
25mg	USD 850.00	2 Weeks
100mg	USD 1,750.00	2 Weeks

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Related CAS #

No Data

Synonym

Sophorose

IUPAC/Chemical Name

2-O-beta-D-Glucopyranosyl-D-glucose

InChi Key

PZDOWFGHCNHPQD-VNNZMYODSA-N

InChi Code

InChI=1S/C12H22O11/c13-1-4(16)7(17)8(18)5(2-14)22-12-11(21)10(20)9(19)6(3-15)23-12/h2,4-13,15-21H,1,3H2/t4-,5+,6-,7-,8-,9-,10+,11-,12-/m1/s1

SMILES Code

O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 342.30 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.

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: Tanaka N, Nakajima M, Aramasa H, Nakai H, Taguchi H, Tsuzuki W, Komba S. Synthesis of three deoxy-sophorose derivatives for evaluating the requirement of hydroxy groups at position 3 and/or 3' of sophorose by 1,2-β-oligoglucan phosphorylases. Carbohydr Res. 2018 Oct;468:13-22. doi: 10.1016/j.carres.2018.08.005. Epub 2018 Aug 12. PubMed PMID: 30121414. 2: Al-Jasim A, Davis M, Cossar D, Miller T, Humphreys P, Laws AP. Isolation of sophorose during sophorolipid production and studies of its stability in aqueous alkali: epimerisation of sophorose to 2-O-β-D-glucopyranosyl-D-mannose. Carbohydr Res. 2016 Feb 8;421:46-54. doi: 10.1016/j.carres.2015.12.001. Epub 2016 Jan 7. PubMed PMID: 26774878. 3: Dhasaiyan P, Prasad BLV. Self-Assembly of Bolaamphiphilic Molecules. Chem Rec. 2017 Jun;17(6):597-610. doi: 10.1002/tcr.201600085. Epub 2016 Nov 25. Review. PubMed PMID: 27886438. 4: Kulakovskaya E, Baskunov B, Zvonarev A. The antibiotic and membrane-damaging activities of cellobiose lipids and sophorose lipids. J Oleo Sci. 2014;63(7):701-7. PubMed PMID: 24976613. 5: de Paula RG, Antoniêto ACC, Ribeiro LFC, Carraro CB, Nogueira KMV, Lopes DCB, Silva AC, Zerbini MT, Pedersoli WR, Costa MDN, Silva RN. New Genomic Approaches to Enhance Biomass Degradation by the Industrial Fungus Trichoderma reesei. Int J Genomics. 2018 Sep 24;2018:1974151. doi: 10.1155/2018/1974151. eCollection 2018. Review. PubMed PMID: 30345291; PubMed Central PMCID: PMC6174759. 6: Huang TT, Wages JM. New-to-nature sophorose analog: a potent inducer for gene expression in Trichoderma reesei. Enzyme Microb Technol. 2016 Apr;85:44-50. doi: 10.1016/j.enzmictec.2016.01.003. Epub 2016 Jan 18. PubMed PMID: 26920480. 7: Nogueira KM, Costa Mdo N, de Paula RG, Mendonça-Natividade FC, Ricci-Azevedo R, Silva RN. Evidence of cAMP involvement in cellobiohydrolase expression and secretion by Trichoderma reesei in presence of the inducer sophorose. BMC Microbiol. 2015 Sep 30;15:195. doi: 10.1186/s12866-015-0536-z. PubMed PMID: 26424592; PubMed Central PMCID: PMC4590280. 8: Dos Santos Castro L, Pedersoli WR, Antoniêto ACC, Steindorff AS, Silva-Rocha R, Martinez-Rossi NM, Rossi A, Brown NA, Goldman GH, Faça VM, Persinoti GF, Silva RN. Comparative metabolism of cellulose, sophorose and glucose in Trichoderma reesei using high-throughput genomic and proteomic analyses. Biotechnol Biofuels. 2014 Mar 21;7(1):41. doi: 10.1186/1754-6834-7-41. PubMed PMID: 24655731; PubMed Central PMCID: PMC3998047. 9: Antoniêto AC, de Paula RG, Castro Ldos S, Silva-Rocha R, Persinoti GF, Silva RN. Trichoderma reesei CRE1-mediated Carbon Catabolite Repression in Re-sponse to Sophorose Through RNA Sequencing Analysis. Curr Genomics. 2016 Apr;17(2):119-31. doi: 10.2174/1389202917666151116212901. PubMed PMID: 27226768; PubMed Central PMCID: PMC4864841. 10: Kobayashi K, Aramasa H, Nakai H, Nakajima M, Taguchi H. Colorimetric determination of β-1,2-glucooligosaccharides for an enzymatic assay using 3-methyl-2-benzothiazolinonehydrazone. Anal Biochem. 2018 Nov 1;560:1-6. doi: 10.1016/j.ab.2018.08.021. Epub 2018 Aug 25. PubMed PMID: 30149026. 11: Wang Z, Wang J, Jiang M, Wei Y, Pang H, Wei H, Huang R, Du L. Selective production of rubusoside from stevioside by using the sophorose activity of β-glucosidase from Streptomyces sp. GXT6. Appl Microbiol Biotechnol. 2015 Nov;99(22):9663-74. doi: 10.1007/s00253-015-6802-z. Epub 2015 Jul 22. PubMed PMID: 26198882. 12: Nakajima M, Yoshida R, Miyanaga A, Abe K, Takahashi Y, Sugimoto N, Toyoizumi H, Nakai H, Kitaoka M, Taguchi H. Functional and Structural Analysis of a β-Glucosidase Involved in β-1,2-Glucan Metabolism in Listeria innocua. PLoS One. 2016 Feb 17;11(2):e0148870. doi: 10.1371/journal.pone.0148870. eCollection 2016. PubMed PMID: 26886583; PubMed Central PMCID: PMC4757417. 13: Loewenberg JR, Chapman CM. Sophorose metabolism and cellulase induction in Trichoderma. Arch Microbiol. 1977 May 13;113(1-2):61-4. PubMed PMID: 560832. 14: Mekala S, Peters KC, Singer KD, Gross RA. Biosurfactant-functionalized porphyrin chromophore that forms J-aggregates. Org Biomol Chem. 2018 Oct 10;16(39):7178-7190. doi: 10.1039/c8ob01655k. PubMed PMID: 30252014. 15: Mach RL, Seiboth B, Myasnikov A, Gonzalez R, Strauss J, Harkki AM, Kubicek CP. The bgl1 gene of Trichoderma reesei QM 9414 encodes an extracellular, cellulose-inducible beta-glucosidase involved in cellulase induction by sophorose. Mol Microbiol. 1995 May;16(4):687-97. PubMed PMID: 7476163. 16: MANDELS M, PARRISH FW, REESE ET. Sophorose as an inducer of cellulase in Trichoderma viride. J Bacteriol. 1962 Feb;83:400-8. PubMed PMID: 14469205; PubMed Central PMCID: PMC277742. 17: Sternberg D, Mandels GR. Induction of cellulolytic enzymes in Trichoderma reesei by sophorose. J Bacteriol. 1979 Sep;139(3):761-9. PubMed PMID: 39061; PubMed Central PMCID: PMC218020. 18: Kubicek CP, Messner R, Gruber F, Mandels M, Kubicek-Pranz EM. Triggering of cellulase biosynthesis by cellulose in Trichoderma reesei. Involvement of a constitutive, sophorose-inducible, glucose-inhibited beta-diglucoside permease. J Biol Chem. 1993 Sep 15;268(26):19364-8. PubMed PMID: 8366083. 19: Xia Y, Yang L, Xia L. Preparation of a novel soluble inducer by cellobiase-release microcapsules and its application in cellulase production. J Biotechnol. 2018 Aug 10;279:22-26. doi: 10.1016/j.jbiotec.2018.05.002. Epub 2018 May 3. PubMed PMID: 29730316. 20: Kim SY, Oh DK, Lee KH, Kim JH. Effect of soybean oil and glucose on sophorose lipid fermentation by Torulopsis bombicola in continuous culture. Appl Microbiol Biotechnol. 1997 Jul;48(1):23-6. PubMed PMID: 9274044.

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Sisomicin sulfate