(3R,4S,5S,6R)-6-(hydroxymethyl)(2-13C)oxane-2,3,4,5-tetrol

• ChemBase ID: 136072
• Molecular Formular: C6H12O6
• Molecular Mass: 181.14853484
• Monoisotopic Mass: 181.06674294
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([13CH](O1)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[13CH](O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m1/s1/i6+1
• InChIKey: WQZGKKKJIJFFOK-USBRANDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,6R)-6-(hydroxymethyl)(2-^1^3C)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (3R,4S,5S,6R)-6-(hydroxymethyl)(2-^1^3C)oxane-2,3,4,5-tetrol
• Synonyms: Labeled Glucose; Dextrose-1-13C; D-Glucose-1-13C; D-(+)-Glucose-1-(13C); 葡萄糖-1-13C; D-葡萄糖-1-13C; D-(+)-葡萄糖-1-(13C)

Database IDs

• CAS Number: 40762-22-9
• MDL Number: MFCD00037545
• Beilstein Number: 2263682
• PubChem SID: 24857895; 24872670; 162230343
• PubChem CID: 12285878

CALCULATED PROPERTIES

• Acid pKa: 11.298101
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.93254
• LogD (pH = 7.4): -2.932594
• Log P: -2.9325392
• Molar Refractivity: 35.9234 cm^3
• Polarizability: 15.155883 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-152 °C(lit.)
• Optical Rotation: [α]25/D +52.0°, c = 2 in H2O (trace NH4OH)
• Mass Shift: M+1

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: puriss.
• Isotopic Purity: 99 atom % 13C
• Suitability: S & P tested
• Mol. Weight: mol wt 181.14 by atom % calculation
• Empirical Formula (Hill Notation): 13CC5H12O6

DETAILS

Sigma Aldrich - 297046

Packaging
1, 10 g in glass bottle
250 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Sigma Aldrich - 660655

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Sigma Aldrich - 49162

Biochem/physiol Actions
Alkaline phosphatase is a hydrolytic enzyme which dephosphorylates a variety of molecules under basic conditions.3
Application
Alkaline phosphatase is used in the laboratory to remove phosphate monoesters which prevents self-ligation.1 It is also used in the dairy industry to confirm pasturization of milk.2 Alkaline phosphatse is commonly conjugated to antibodies and used in immunoblotting, ELISA′s, and other antibody based detection assays.