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699855P

Avanti

3D-(6-acyl) PHAD™

Avanti Research™ - A Croda Brand

Synonym(s):

Monophosphoryl Hexa-acyl Lipid A, 3-Deacyl (Synthetic)

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About This Item

Empirical Formula (Hill Notation):
C96H184N3O21P
CAS Number:
252042-59-4
Molecular Weight:
1747.47
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (HPLC)

form

powder

packaging

pkg of 1 × 1 mg (699855P-1mg), pkg of 1 × 10 mg (699855P-10MG), pkg of 1 × 10 mg (699855P-25MG), pkg of 1 × 5 mg (699855P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

application(s)

vaccine development

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]([C@@H](CO[C@@H]([C@@H]1NC(C[C@H](OC(CCCCCCCCCCCCC)=O)CCCCCCCCCCC)=O)O[C@H](CO)[C@@H](OP([O-])(O)=O)[C@@H]1OC(C[C@H](OC(CCCCCCCCCCCCC)=O)CCCCCCCCCCC)=O)O[C@H](O)[C@@H]2NC(C[C@H](OC(CCCCCCCCCCCCC)=O)CCCCCCCCCCC)=O)[C@@H]2O.[NH4+]

InChI

1S/C96H181N2O21P.H3N/c1-7-13-19-25-31-37-40-46-52-58-64-70-85(102)113-78(67-61-55-49-43-34-28-22-16-10-4)73-83(100)97-89-92(107)91(106)82(116-95(89)108)77-112-96-90(98-84(101)74-79(68-62-56-50-44-35-29-23-17-11-5)114-86(103)71-65-59-53-47-41-38-32-26-20-1

InChI key

BKGJOWVNLQLVQX-ZLHZNJIMSA-N

General description

Vaccination is well-accepted as an effective method to prevent infections by mounting pathogen-specific immune responses prior to the infection. Usually, immunization with vaccine antigens alone is not able to induce robust or long-lasting immune responses — resulting in failure of protective immunity against infections. Thus, adjuvants are required to enhance cellular or humoral immune responses upon immunization. Because vaccine adjuvants using Lipid A have proven to be safe and effective in inducing Th-1 type immune responses to heterologous proteins in animal and human vaccines, Avanti developed Phosphorylated HexaAcyl Disaccharide (PHAD™), the first fully synthetic monophosphoryl Lipid A available for use as an adjuvant in human vaccines.

Application

3D-(6-acyl) PHAD™ has been used:
  • as a synthetic adjuvant in human papillomavirus (HPV) and virus-like particles (VLPs)-based HPV vaccine preparations
  • as a component of liposomes for immunizing mice with P. falciparum (Pfs25) malaria transmission-blocking vaccine antigen candidate
  • in liposome preparation for the generation of army liposome formulation (ALF) for human immunodeficiency (HIV) gp140 antigen immunization studies in mice

Packaging

2 mL Amber Glass Crimp Cap Vial (699855P-1mg)
2 mL Amber Glass Crimp Cap Vial (699855P-5mg)
5 mL Amber Glass Screw Cap Vial (699855P-10MG);5 mL Amber Glass Screw Cap Vial (699855P-25MG)

Other Notes

For R&D use only. Not for drug, household, or other uses.

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC
PHAD is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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