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D6149

Sigma-Aldrich

1-Deoxy-1-morpholino-D-fructose

≥98% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C10H19NO6
CAS Number:
6291-16-3
Molecular Weight:
249.26
Beilstein:
19582
MDL number:
MFCD00166980
UNSPSC Code:
12352201
PubChem Substance ID:
24894004
NACRES:
NA.25

Quality Level

200

Assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

color

white to off-white

mp

147 °C

solubility

methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CN1CCOCC1

InChI

1S/C10H19NO6/c12-6-8(14)10(16)9(15)7(13)5-11-1-3-17-4-2-11/h8-10,12,14-16H,1-6H2/t8-,9-,10-/m1/s1

InChI key

JPANQHVKLYKLEB-OPRDCNLKSA-N

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Application

DMF (1-Deoxy-1-morpholino-D-fructose), an analog of the 1-desoxy-1-amino-fructose radical found in glycated proteins, has been used in the development of glycation assays.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R N Johnson et al.
Clinical chemistry, 32(2), 368-370 (1986-02-01)
We investigated the ability of the fructosamine assay to detect glycation of serum proteins. We incubated both whole human serum and serum protein fractions in vitro with [14C]glucose, and analyzed for reducing activity and for uptake of 14C by protein.
J E Howey et al.
Clinical chemistry, 33(2 Pt 1), 269-272 (1987-02-01)
Methodological problems with the assay of fructosamine in serum--standardization, matrix effects, and dependence on buffer pH--have been minimized with a method involving colorimetric assay of each specimen and subsequent re-assay after standard addition of 1-deoxy-1-morpholinofructose. Absorbance at optimum wavelength of
Yan Wei et al.
BMC cell biology, 10, 10-10 (2009-02-17)
D-ribose in cells and human serum participates in glycation of proteins resulting in advanced glycation end products (AGEs) that affect cell metabolism and induce cell death. However, the mechanism by which D-ribose-glycated proteins induce cell death is still unclear. Here
Kenia Vázquez-Sánchez et al.
Food chemistry, 261, 253-259 (2018-05-10)
Antioxidant dietary fiber extracted from spent coffee grounds (FSCG) was evaluated as a potential functional food ingredient when incorporated in a food model (biscuits), and digested in vitro under simulated human gastrointestinal conditions. FSCG added to biscuits increased its total
G Delpierre et al.
The Biochemical journal, 352 Pt 3, 835-839 (2000-12-06)
Intact human erythrocytes catalyse the conversion of fructose into fructose 3-phosphate with an apparent K(m) of 30 mM [Petersen, Kappler, Szwergold and Brown (1992) Biochem. J. 284, 363-366]. The physiological significance of this process is still unknown. In the present
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