ALC-0315

Source: Wikipedia, the free encyclopedia.
ALC-0315
Names
Preferred IUPAC name
[(4-Hydroxybutyl)azanediyl]di(hexane-6,1-diyl) bis(2-hexyldecanoate)
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/C48H95NO5/c1-5-9-13-17-19-27-37-45(35-25-15-11-7-3)47(51)53-43-33-23-21-29-39-49(41-31-32-42-50)40-30-22-24-34-44-54-48(52)46(36-26-16-12-8-4)38-28-20-18-14-10-6-2/h45-46,50H,5-44H2,1-4H3
    Key: QGWBEETXHOVFQS-UHFFFAOYSA-N
  • CCCCCCCCC(CCCCCC)C(=O)OCCCCCCN(CCCCO)CCCCCCOC(=O)C(CCCCCC)CCCCCCCC
Properties
C48H95NO5
Molar mass 766.290 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

ALC-0315 ([(4-hydroxybutyl)azanediyl]di(hexane-6,1-diyl) bis(2-hexyldecanoate)) is a synthetic

lipid nanoparticles (LNPs), which encapsulate and protect the otherwise fragile mRNA that is the active ingredient in these drugs.[1][2] These nanoparticles promote the uptake of therapeutically effective nucleic acids such as oligonucleotides or mRNA both in vitro and in vivo.[3][4]

Below physiological pH, ALC-0315 becomes

anionic.[5]

Synthesis

The preparation of ALC-0315 was first described in a patent application to lipid nanoparticles by

imines to the amine
of the product.

2 (C8H17)(C6H13)CHCO2(CH2)5CHO + H2N(CH2)4OH + 2 NaBH(O2CCH3)3 → ALC-0315

Use

ALC-0315 is one of the components of the BNT162b2 vaccine (0.43 mg per dose).

protonates the ALC-0315 as a result the nanoparticle releases its payload of mRNA.[2][8] In December 2021 there were objections raised against the use of ALC-0315 and ALC-0159 (and some other solid lipid nanoparticles) in humans by critics of mRNA-COVID-19 vaccines in Germany but the German pharmaceutical trade journal Pharmazeutische Zeitung (de) and the German investigative collective Correctiv refuted this and stated as one important reason that the European Medicines Agency has approved the vaccine and this includes all its ingredients.[9][10]

See also

Pfizer–BioNTech COVID-19 vaccine nanoparticle ingredients

References

  1. ^ Michael McCoy (February 12, 2021). "Lipids, the unsung COVID-19 vaccine component, Get Investment". Chemical and Engineering News.
  2. ^
    S2CID 233842401
    .
  3. S2CID 27454546
    .
  4. PMID 29326426
    .
  5. ^ a b Medicines and Healthcare products Regulatory Agency (11 December 2020). "Public Assessment Report: Authorisation for Temporary Supply COVID-19 mRNA Vaccine BNT162b2" (PDF).
  6. ^ WO application 2018081480, Ansell S.; Barbosa C. & Du X. et al., "Lipid nanoparticle formulations", published 2018-05-03, assigned to Acuitas Therapeutics, Inc. 
  7. PMID 33839230
    .
  8. PMID 34433919
    .
  9. ^ "Absurde Diskussion um Lipide ALC-0315 und ALC-0159". 18 January 2022. Retrieved 23 January 2022. Erstens stimmt es nicht, dass die Zusatzstoffe unerlaubt sind. Denn Comirnaty ist zugelassen und damit sind auch alle darin enthaltenen Hilfsstoffe zugelassen. [Firstly, it is not true that the additives are illegal. Because Comirnaty is approved and therefore all the additives contained in it are also approved.]
  10. ^ "Faktencheck: Nein, der Biontech-Impfstoff enthält keine Inhaltsstoffe, die nicht für Menschen zugelassen sind". 23 December 2021. Retrieved 23 January 2022. Doch anders als behauptet, sind sie nicht gesundheitsschädlich, die EMA hat die Impfung und somit auch deren Bestandteile zugelassen. Dass die Bestandteile bei der Zulassung der mRNA-Impfstoffe geprüft wurden, bestätigte uns auch das Paul-Ehrlich-Institut (PEI) auf Anfrage. [But contrary to what is claimed, they are not harmful to health, the EMA has approved the vaccination and thus also its components. On request, the Paul Ehrlich Institute (PEI) also confirmed that the components were tested when the mRNA vaccines were approved.]
Retrieved from "https://en.wikipedia.org/w/index.php?title=ALC-0315&oldid=1198569090"