D-Glucal - 96%, high purity , CAS No.13265-84-4

  • ≥96%
Item Number
G107889
Grouped product items
SKUSizeAvailabilityPrice Qty
G107889-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$39.90
G107889-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$106.90
G107889-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$478.90
View related series
Chemical Biology monosaccharide

Basic Description

Synonymsd-Glucal | 13265-84-4 | (2R,3S,4R)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol | Glucal | D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy- | 26566-29-0 | rel-(2R,3S,4R)-2-(Hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol | MFCD09039277 | DGO | D-(+)-Glucal | D-Glucal, 96% | SCHEMB
Specifications & Purity≥96%
Storage TempStore at 2-8°C,Protected from light
Shipped InWet ice

Associated Targets(Human)

FUT10 Tdark Fucosyltransferase 10 (23 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name (2R,3S,4R)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol
INCHI InChI=1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6+/m1/s1
InChi Key YVECGMZCTULTIS-PBXRRBTRSA-N
Canonical SMILES C1=COC(C(C1O)O)CO
Isomeric SMILES C1=CO[C@@H]([C@H]([C@@H]1O)O)CO
PubChem CID 2734736
Molecular Weight 146.14
Beilstein 17(5)5,697
Reaxy-Rn 81691

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

6 results found

Lot NumberCertificate TypeDateItem
G1831035Certificate of AnalysisDec 18, 2023 G107889
H1609098Certificate of AnalysisDec 18, 2023 G107889
G2115054Certificate of AnalysisApr 17, 2023 G107889
F23131090Certificate of AnalysisFeb 09, 2023 G107889
F23131092Certificate of AnalysisFeb 09, 2023 G107889
F23131099Certificate of AnalysisFeb 09, 2023 G107889

Chemical and Physical Properties

SolubilitySoluble in Methanol
SensitivityLight & heat & moisture sensitive.
Specific Rotation[α]-10 ° (C=2, H2O)
Melt Point(°C)58-60°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

Reaxy-Rn 81691

Related Documents

References

1. S Chiba,C F Brewer,G Okada,H Matsui,E J Hehre.  (1988-03-08)  Stereochemical studies of D-glucal hydration by alpha-glucosidases and exo-alpha-glucanases: indications of plastic and conserved phases in catalysis by glycosylases..  Biochemistry,  27  ((5)): (1464-1469).  [PMID:3284583]
2. W Korytnyk,O Dodson-Simmons.  (1984-08-01)  Application of molecular-mechanics calculations to D-glucal and its acetate; a comparison of X-ray and n.m.r. results..  Carbohydrate research,  131  ((1)): (157-165).  [PMID:6488200]
3. P J Kasvinsky.  (1982-09-25)  The effect of AMP on inhibition of muscle phosphorylase a by glucose derivatives..  The Journal of biological chemistry,  257  ((18)): (10805-10810).  [PMID:7107634]
4. F P Boulineau,A Wei.  (2001-08-31)  Stereoselective synthesis of [13C]methyl 2-[15N]amino-2-deoxy-beta-D-glucopyranoside derivatives..  Carbohydrate research,  334  ((4)): (271-279).  [PMID:11527528]
5. Beata Liberek,Aleksandra Dabrowska,Ryszard Frankowski,Marlena Matuszewska,Zygfryd Smiatacz.  (2002-11-15)  The use of tri-O-acetyl-D-glucal and -D-galactal in the synthesis of 3-acetamido-2,3-dideoxyhexopyranoses and -hexopyranosides..  Carbohydrate research,  337  ((20)): (1803-1810).  [PMID:12431882]
6. Valeria Di Bussolo,Micaela Caselli,Maria Rosaria Romano,Mauro Pineschi,Paolo Crotti.  (2004-12-04)  Regio- and stereoselectivity of the addition of O-, S-, N-, and C-nucleophiles to the beta vinyl oxirane derived from D-glucal..  The Journal of organic chemistry,  69  ((25)): (8702-8708).  [PMID:15575746]
7. Russell J Hewitt,Joanne E Harvey.  (2010-01-14)  Synthesis of oxepines and 2-branched pyranosides from a d-glucal-derived gem-dibromo-1,2-cyclopropanated sugar..  The Journal of organic chemistry,  75  ((3)): (955-958).  [PMID:20067225]
8. Russell J Hewitt,Joanne E Harvey.  (2010-09-21)  Synthesis of C-furanosides from a D-glucal-derived cyclopropane through a ring-expansion/ring-contraction sequence..  Chemical communications (Cambridge, England),  47  ((1)): (421-423).  [PMID:20852781]
9. Uthaiwan Sirion,Sittidate Purintawarrakun,Poolsak Sahakitpichan,Rungnapha Saeeng.  (2010-10-01)  An efficient method for the selective synthesis of 2-deoxy-2-iodo-glycosides by O-glycosidation of D-glucal using I₂-Cu(OAc)₂..  Carbohydrate research,  345  ((16)): (2401-2407).  [PMID:20880519]
10. Xiaoyu Yang,Boqiao Fu,Biao Yu.  (2011-07-26)  Total synthesis of landomycin A, a potent antitumor angucycline antibiotic..  Journal of the American Chemical Society,  133  ((32)): (12433-12435).  [PMID:21780843]
11. Patricia Wildberger,Lothar Brecker,Bernd Nidetzky.  (2012-05-18)  Examining the role of phosphate in glycosyl transfer reactions of Cellulomonas uda cellobiose phosphorylase using D-glucal as donor substrate..  Carbohydrate research,  356  (224-232).  [PMID:22591555]
12. G T Bida,N Satyamurthy,J R Barrio.  (1984-12-01)  The synthesis of 2-[F-18]fluoro-2-deoxy-D-glucose using glycals: a reexamination..  Journal of nuclear medicine : official publication, Society of Nuclear Medicine,  25  ((12)): (1327-1334).  [PMID:6502255]
13. B Evers,J Thiem.  (1997-05-01)  Further syntheses employing phosphorylase..  Bioorganic & medicinal chemistry,  ((5)): (857-863).  [PMID:9208097]
14. Y Nagumo,H Oguri,Y Shindo,S Sasaki,T Oishi,M Hirama,Y Tomioka,M Mizugaki,T Tsumuraya.  (2001-07-17)  Concise synthesis of ciguatoxin ABC-ring fragments and surface plasmon resonance study of the interaction of their BSA conjugates with monoclonal antibodies..  Bioorganic & medicinal chemistry letters,  11  ((15)): (2037-2040).  [PMID:11454475]
15. Qi Chen,Yuguo Du.  (2007-05-23)  Synthesis of sporiolide B from D-glucal..  Carbohydrate research,  342  ((11)): (1405-1411).  [PMID:17517381]
16. Syed Khalid Yousuf,Subhash Chandra Taneja,Debaraj Mukherjee.  (2010-04-13)  Multicomponent cascade transformation of D-glucal to furan-appended triazole glycoconjugates..  The Journal of organic chemistry,  75  ((9)): (3097-3100).  [PMID:20380450]
17. Xi-Kai Cui,Ming Zhong,Xiang-Bao Meng,Zhong-Jun Li.  (2012-08-03)  The synthesis of 2-deoxy-α-D-glycosides from D-glycals catalyzed by TMSI and PPh3..  Carbohydrate research,  358  (19-22).  [PMID:22854184]

Solution Calculators