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D9160

Sigma-Aldrich

1-Deoxymannojirimycin hydrochloride

Synonym(s):

1-Deoxymannojirimycin HCl, 1,5-Dideoxy-1,5-imino-D-mannitol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H13NO4 · HCl
CAS Number:
73465-43-7
Molecular Weight:
199.63
MDL number:
MFCD00083611
UNSPSC Code:
51102829
PubChem Substance ID:
24894265
NACRES:
NA.76

form

powder

color

white to off-white

solubility

H2O: 10 mg/mL

antibiotic activity spectrum

viruses

Mode of action

enzyme | inhibits

storage temp.

2-8°C

SMILES string

Cl.OC[C@H]1NC[C@@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4-,5-,6-;/m1./s1

InChI key

ZJIHMALTJRDNQI-MVNLRXSJSA-N

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General description

Chemical structure: glucosamine

Application

1-Deoxymannojirimycin (DMM) hydrochloride is an inhibitor of N-linked glycosylation and has antiviral activity. Derivatives of deoxymannojirimycin may have anti-HIV activity. It has been used for treatment of T lymphocytes and to study it′s effect on allogeneic cytotoxic T lymphocytes (CTL). It is used for studies on Golgi-mediated glycoprotein processing.

Biochem/physiol Actions

1-Deoxymannojirimycin is a mannosidase I inhibitor, alters cell-surface complex carbohydrate structure as assayed by PHA-L binding, and increases high mannose structures as indicated by the increased Con-A binding.
Selectively inhibits Golgi associated α(1→2) mannosidase and for studies on Golgi-mediated glycoprotein processing.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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E U Bagriaçik et al.
Glycobiology, 6(4), 413-421 (1996-06-01)
The question whether or not target cell N-linked carbohydrate participates in cytotoxic T lymphocyte (CTL) mediated cytolysis has been in contention for well over a decade. Much of the evidence supporting a role for N-linked carbohydrate stems from the treatment
Janike Ehret et al.
Biotechnology and bioengineering, 116(4), 816-830 (2018-12-16)
Glycosylation is a key critical quality attribute for monoclonal antibodies and other recombinant proteins because of its impact on effector mechanisms and half-life. In this study, a variety of compounds were evaluated for their ability to modulate glycosylation profiles of

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