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A5502

Sigma-Aldrich

Adonitol

≥99%

Synonym(s):

Adonite, Ribitol

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About This Item

Empirical Formula (Hill Notation):
C5H12O5
CAS Number:
488-81-3
Molecular Weight:
152.15
Beilstein:
1720524
EC Number:
207-685-7
MDL number:
MFCD00064291
UNSPSC Code:
12352201
PubChem Substance ID:
57653860
NACRES:
NA.25

Assay

≥99%

form

powder

color

white

mp

104  °C ((219 °F ))

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

OC[C@H](O)[C@H](O)[C@H](O)CO

InChI

1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-

InChI key

HEBKCHPVOIAQTA-ZXFHETKHSA-N

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Application

Adonitol (Ribitol), a pentose alcohol, is metabolized to teicholic acids used in the cell walls of gram positive bacteria. Adonitol is often compared to other cell permeating molecules such as formamide, propanediol, and DMSO as a cryopreservation agent.

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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Anders Østergaard Madsen et al.
The journal of physical chemistry. A, 115(26), 7794-7804 (2011-06-15)
X-ray diffraction data of high quality measured to high resolution on crystals of the two pentitol epimers ribitol (centric) and xylitol (acentric) at 101, 141, and 181 K and data on the two compounds previously recorded at 122 K have
Annelies Goeminne et al.
Bioorganic & medicinal chemistry, 16(14), 6752-6763 (2008-06-24)
A key enzyme within the purine salvage pathway of parasites, nucleoside hydrolase, is proposed as a good target for new antiparasitic drugs. We have developed N-arylmethyl-iminoribitol derivatives as a novel class of inhibitors against a purine specific nucleoside hydrolase from
S H Moolenaar et al.
NMR in biomedicine, 14(3), 167-176 (2001-05-18)
In vivo NMR spectroscopy was performed on the brain of a patient with a leukoencephalopathy, revealing unknown resonances between 3.5 and 4.0 ppm. In addition, urine and CSF of the patient were measured using high-resolution NMR spectroscopy. Also in these
Claudia Bello et al.
Bioorganic & medicinal chemistry, 19(24), 7720-7727 (2011-11-15)
New derivatives of 1,4-dideoxy-1,4-imino-D-ribitol have been prepared and evaluated for their cytotoxicity on solid and haematological malignancies. 1,4-Dideoxy-5-O-[(9Z)-octadec-9-en-1-yl]-1,4-imino-D-ribitol (13, IC(50) ∼2 μM) and its C(18)-analogues (IC(50) <10 μM) are cytotoxic toward SKBR3 (breast cancer) cells. 13 also inhibits (IC(50) ∼8
Marcela P Cataldi et al.
Molecular therapy. Methods & clinical development, 17, 271-280 (2020-01-29)
Dystroglycanopathy, a subgroup of muscular dystrophies, is characterized by hypoglycosylation of α-dystroglycan (α-DG), which reduces its laminin-binding activity to extracellular matrix proteins, causing progressive loss of muscle integrity and function. Mutations in the fukutin-related protein (FKRP) gene are the most
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