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Key Documents

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:
Molecular Weight:
249.26
Beilstein:
19582
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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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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
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
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
H F Chung et al.
Clinical chemistry, 34(10), 2106-2111 (1988-10-01)
Experiments with nitroblue tetrazolium (NBT) at 0.25, 0.50, and 0.75 mmol/L confirmed that reactivity of 1-deoxy-1-morpholino-D-fructose, the standard, was more sensitive to reagent concentration than was protein ketoamine and demonstrated why an increase in NBT or a decrease in sample
Use of pooled human serum in the standardization process of the serum fructosamine determination for the estimation of glycosylated serum proteins.
E Smid et al.
Clinica chimica acta; international journal of clinical chemistry, 156(2), 215-219 (1986-04-30)

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