lipid X

Base Information

Chemical Name:lipid X
CAS No.:86559-73-1
Molecular Formula:C₃₄H₆₆NO₁₂P
Molecular Weight:711.871
Hs Code.:
DSSTox Substance ID:DTXSID901006919
Nikkaji Number:J425.986F
Wikidata:Q27102143
Mol file:86559-73-1.mol

Synonyms:lipid X;monosaccharide precursor, E coli lipid A

Suppliers and Price of lipid X

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Compound 401
10mg
$ 466.00

Usbiological
Compound 401
5mg
$ 396.00

Tocris
Compound401 ≥99%(HPLC)
10
$ 137.00

Biorbyt Ltd
Compound 401 >98%
1 g
$ 2395.30

Biorbyt Ltd
Compound 401 >98%
250 mg
$ 1208.70

Biorbyt Ltd
Compound 401 >98%
100 mg
$ 690.20

Total 48 raw suppliers

Chemical Property of lipid X

Chemical Property:

PSA：222.12000
Density:1.19g/cm³
LogP:5.30510
XLogP3:7.2
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:30
Exact Mass:711.43226354
Heavy Atom Count:48
Complexity:890

Purity/Quality:

99%, ^*data from raw suppliers

Compound 401 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCCCCCCC(CC(=O)NC1C(C(C(OC1OP(=O)(O)O)CO)O)OC(=O)CC(CCCCCCCCCCC)O)O
Isomeric SMILES:CCCCCCCCCCC[C@H](CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OP(=O)(O)O)CO)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O
Uses Lipid X is the major monosaccharide precursor of lipid A. It exhibits immunostimulatory and anti-endotoxin properties. Lipid X is nontoxic and has previously been shown to protect mice and sheep from the harmful effects of endotoxin. Lipid X is a novel agent that enhances survival in an animal model of severe infection with gram-negative organisms.

Technology Process of lipid X

There total 22 articles about lipid X which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 109304-42-9
4,6-O-benzylidene-2-<(R)-3-benzyloxytetradecanamido>-3-O-<(R)-3-benzyloxytetradecanoyl>-2-deoxy-α-D-glucopyranose 1-(dibenzyl phosphate)

: 86559-73-1
Lipid X

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; at 40 ℃; for 2h; under 7500.6 Torr;
DOI:10.1016/0008-6215(87)80202-1

Reference yield:

: C₄₃H₇₇N₃O₂₀P₂

: 86559-73-1
Lipid X

Guidance literature:: With wild type UDP-diacylglucosamine pyrophosphatase from Escherichia coli C-terminally fused with mCherry; water; bovine serum albumin; In dimethyl sulfoxide; at 30 ℃; for 0.5h; pH=8.0; Reagent/catalyst;
DOI:10.1074/jbc.RA118.002503

Reference yield:

: 112159-09-8
2-<(R)-3-benzyloxytetradecanamido>-3-O-<(R)-3-benzloxytetradecanoyl>-2-deoxy-4,6-isopropylidene-α-D-glucopyranose

: 86559-73-1
Lipid X

Guidance literature:: Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / 0.17 h / -70 - -50 °C

2: H₂ / Pd-on-carbon (10percent)

3: acetic acid (90percent) / 0.17 h / 80 °C

With n-butyllithium; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1248/cpb.33.1760