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Key Documents

699852P

Avanti

3D-PHAD

Avanti Research - A Croda Brand

Synonym(s):

Monophosphoryl 3-Deacyl Lipid A (Synthetic) Pat No. 9,241,988

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About This Item

Empirical Formula (Hill Notation):
C82H158N3O20P
CAS Number:
Molecular Weight:
1537.11
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (HPLC)

form

powder

packaging

pkg of 1 × 1 mg (699852P-1mg)
pkg of 1 × 5 mg (699852P-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](O)CCCCCCCCCCC)=O)[C@@H]2O.[NH4+]

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-PHAD has been used:
  • as a synthetic adjuvant for respiratory syncytial virus (RSV) vaccine
  • as a synthetic adjuvant to prepare hepatitis B virus (HBV) and virus-like particles (VLP)-based human papillomavirus (HPV) vaccines
  • in liposome preparation for the generation of army liposome formulation (ALF) for human immunodeficiency (HIV) gp140 antigen immunization studies in mice.

Biochem/physiol Actions

3-deacyl-phosphorylated hexa-acyl disaccharide (3D-PHAD) is derived from monophosphoryl lipid A. It is amphiphilic and associates with the virosomal membranes.

Packaging

2 mL Amber Glass Crimp Cap Vial (699852P-1mg)
2 mL Amber Glass Crimp Cap Vial (699852P-5mg)

Other Notes

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

Legal Information

3D-PHAD is a trademark of Avanti Polar Lipids, LLC
Avanti Research is a trademark of Avanti Polar Lipids, LLC
PHAD is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids


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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Development of a virosomal RSV vaccine containing 3D-PHAD Adjuvant: formulation, composition, and long-term stability
Lederhofer J
Pharmaceutical Research, 35(9), 172-172 (2018)
Monica L Martin et al.
Malaria journal, 18(1), 377-377 (2019-11-30)
Indian-origin rhesus (InR) are preferred for research, but strict export restrictions continue to limit their use. Chinese-origin rhesus (ChR), although easier to procure, are genetically distinct from InR and differ in their immune response to infectious agents, such as the
Immune response to antigen adsorbed to aluminum hydroxide particles: Effects of co-adsorption of ALF or ALFQ adjuvant to the aluminum-antigen complex
Beck Z, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 275, 1219-1219 (2018)
Immunogenicity of HPV and HBV vaccines: adjuvanticity of synthetic analogs of monophosphoryl lipid A combined with aluminum hydroxide
Taleghani N, et al.
Acta Pathologica, Microbiologica et Immunological Scandinavica, 127(3), 150-157 (2019)

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