Synonym
Stearyl tyrosine; Stearyl-tyrosine; Stearyltyrosine;
IUPAC/Chemical Name
octadecyl L-tyrosinate
InChi Key
OZSVSBMHEZAZTL-SANMLTNESA-N
InChi Code
InChI=1S/C27H47NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22-31-27(30)26(28)23-24-18-20-25(29)21-19-24/h18-21,26,29H,2-17,22-23,28H2,1H3/t26-/m0/s1
SMILES Code
N[C@@H](CC1=CC=C(O)C=C1)C(OCCCCCCCCCCCCCCCCCC)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
433.67
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Penney CL, Ethier D, Dionne G, Nixon-George A, Zaghouani H, Michon F, Jennings H, Bona CA. Further studies on the adjuvanticity of stearyl tyrosine and ester analogues. Vaccine. 1993;11(11):1129-34. PubMed PMID: 8249432.
2: Gupta RK, Siber GR. Comparison of adjuvant activities of aluminium phosphate, calcium phosphate and stearyl tyrosine for tetanus toxoid. Biologicals. 1994 Mar;22(1):53-63. PubMed PMID: 8068314.
3: Penney CL, Dionne G, Nixon-George A, Bona CA. Further studies on the adjuvanticity of stearyl tyrosine and amide analogues. Vaccine. 1994 May;12(7):629-32. PubMed PMID: 8085381.
4: Landi S, Penney CL, Shah P, Hart F, Campbell JB, Cucakovich N. Adjuvanticity of stearyl tyrosine on inactivated poliovirus vaccine. Vaccine. 1986 Jun;4(2):99-104. PubMed PMID: 3014774.
5: Nixon-George A, Moran T, Dionne G, Penney CL, Lafleur D, Bona CA. The adjuvant effect of stearyl tyrosine on a recombinant subunit hepatitis B surface antigen. J Immunol. 1990 Jun 15;144(12):4798-802. PubMed PMID: 2351829.
6: Nixon A, Zaghouani H, Penney CL, Lacroix M, Dionne G, Anderson SA, Kennedy RC, Bona CA. Adjuvanticity of stearyl tyrosine on the antibody response to peptide 503-535 from HIV gp160. Viral Immunol. 1992 Summer;5(2):141-50. PubMed PMID: 1616585.
7: Penney C. Stearyl tyrosine. An organic equivalent of aluminum-based immunoadjuvants. Pharm Biotechnol. 1995;6:611-24. Review. PubMed PMID: 7551239.
8: Bona C, Nixon A, Kennedy R, Zaghouani H. Adjuvanticity of stearyl tyrosine on the antibody response to peptide 503-535 from HIV gp160. AIDS Res Hum Retroviruses. 1992 Aug;8(8):1377. PubMed PMID: 1466959.
9: Penney CL, Landi S, Shah P, Leung KH, Archer MC. Analysis of the immunoadjuvant octadecyl tyrosine hydrochloride. J Biol Stand. 1986 Oct;14(4):345-9. PubMed PMID: 3558418.
10: Arora DJ, Houde M. Modulation of murine macrophage responses stimulated with influenza glycoproteins. Can J Microbiol. 1992 Mar;38(3):188-92. PubMed PMID: 1393819.
11: Von Seefried A, Chun JH, Grant JA, Letvenuk L, Pearson EW. Inactivated poliovirus vaccine and test development at Connaught Laboratories Ltd. Rev Infect Dis. 1984 May-Jun;6 Suppl 2:S345-9. PubMed PMID: 6330837.
12: Penney C, Shah P, Landi S. The interaction of slow-release immunoadjuvants with selected antigens measured in vitro. J Biol Stand. 1985 Jan;13(1):43-52. PubMed PMID: 3988778.
