Tuftsin

Tuftsin
Names

IUPAC name L-threonyl-L-lysyl-L-prolyl-L-arginine
Identifiers
CAS Number	9063-57-4^N
3D model (Jmol)	Interactive image
ChemSpider	21244387^N
MeSH	Tuftsin
PubChem	24780
UNII	QF5336J16C^Y
InChI InChI=1S/C21H40N8O6/c1-12(30)16(23)18(32)27-13(6-2-3-9-22)19(33)29-11-5-8-15(29)17(31)28-14(20(34)35)7-4-10-26-21(24)25/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26)/t12-,13+,14+,15+,16+/m1/s1^N Key: IESDGNYHXIOKRW-YXMSTPNBSA-N^N
SMILES O=C(N[C@@H](CCCNC(N)=N)C(O)=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@@H](N)[C@@H](C)O
Properties
Chemical formula	C₂₁H₄₀N₈O₆
Molar mass	500.593 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Tuftsin is a tetrapeptide (Thr-Lys-Pro-Arg) produced by enzymatic cleavage of the Fc-domain of the heavy chain of immunoglobulin G. It is produced primarily in the spleen.

Function

Its biological activity is related primarily to the immune system function.

Tuftsin binds to specific receptors on the surface of macrophages and polymorphonuclear leukocytes, stimulating their migration, phagocytic, bactericidal, and tumoricidal activity. It also influences antibody formation.

Pathology

Tuftsin deficiency, either hereditary or following splenectomy, results in increased susceptibility to certain infections e.g.: caused by capsulated organisms as: H. influenza, pneumococci, meningococci and salmonella.^[1]

Clinical significance

Tuftsin has been chemically synthesized and it is considered for use in immunotherapy.

History

Tuftsin was first identified in 1970 by scientists Najjar and Nishioka.^[2] It was named after Tufts University where the peptide was discovered.

References

↑ Online Mendelian Inheritance in Man (OMIM) 191150 - "Tuftsin deficiency"
↑ Najjar V, Nishioka K (1970). ""Tuftsin": a natural phagocytosis stimulating peptide" (abstract page). Nature. 228 (5272): 672–3. doi:10.1038/228672a0. PMID 4097539.