PEPITEM

PEPITEM
Identifiers
	IUPAC name L-seryl-L-valyl-L-threonyl-L-α-glutamyl-L-glutaminylglycyl-L-alanyl-L-α-glutamyl-L-leucyl-L-seryl-L-asparaginyl-L-α-glutamyl-L-α-glutamyl-L-Arginine;
CAS Number	365226-06-8;
PubChem CID	505189302;
Chemical and physical data
Formula	C61H101N19O28
Molar mass	1548.584 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(N[C@@H](CCC(=O)N)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CO)C(C)C)[C@H](O)C)CCC(=O)O;
	InChI InChI=1S/C61H101N19O28/c1-25(2)20-36(55(102)78-38(24-82)57(104)77-37(21-40(64)85)56(103)73-32(11-16-43(89)90)51(98)72-33(12-17-44(91)92)53(100)75-35(60(107)108)8-7-19-67-61(65)66)76-54(101)31(10-15-42(87)88)70-48(95)27(5)69-41(86)22-68-50(97)30(9-14-39(63)84)71-52(99)34(13-18-45(93)94)74-59(106)47(28(6)83)80-58(105)46(26(3)4)79-49(96)29(62)23-81/h25-38,46-47,81-83H,7-24,62H2,1-6H3,(H2,63,84)(H2,64,85)(H,68,97)(H,69,86)(H,70,95)(H,71,99)(H,72,98)(H,73,103)(H,74,106)(H,75,100)(H,76,101)(H,77,104)(H,78,102)(H,79,96)(H,80,105)(H,87,88)(H,89,90)(H,91,92)(H,93,94)(H,107,108)(H4,65,66,67)/t27-,28+,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,46-,47-/m0/s1; Key:FNMDPJXMBAIAGR-WSBPUMMXSA-N;

PEPITEM (Peptide Inhibitor of Trans-Endothelial Migration) is an endogenous polypeptide composed of the 14 amino acids 28–41 of the 14.3.3.ζδ protein, which in turn is a 245 amino-acid product of the YWHAZ gene. It has the sequence SVTEQGAELSNEER. PEPITEM has antiinflammatory effects by inhibiting trafficking of T cells into inflamed tissues. Levels of PEPITEM in the body decline with age, diabetes or rheumatoid arthritis, and decreased PEPITEM levels correlates with increases in chronic inflammation and numerous resulting health issues. Administration of synthetic PEPITEM has been suggested as a treatment for various conditions where inflammation plays a role.^[1]^[2]^[3]^[4]^[5]^[6]^[7] Some smaller peptide fragments derived from the sequence of PEPITEM such as SVT-NH-ethyl may also produce similar activity to the full length PEPITEM.^[8]^[9]

CAS Number

365226-06-8

PubChem CID

505189302

FormulaC₆₁H₁₀₁N₁₉O₂₈

Molar mass1548.584 g·mol⁻¹

Quick facts Identifiers, CAS Number ...

Close

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

PEPITEM

See also

References

Related Articles

Identifiers


IUPAC name L-seryl-L-valyl-L-threonyl-L-α-glutamyl-L-glutaminylglycyl-L-alanyl-L-α-glutamyl-L-leucyl-L-seryl-L-asparaginyl-L-α-glutamyl-L-α-glutamyl-L-Arginine
CAS Number	365226-06-8
PubChem CID	505189302
Chemical and physical data
Formula	C₆₁H₁₀₁N₁₉O₂₈
Molar mass	1548.584 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(N[C@@H](CCC(=O)N)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CO)C(C)C)[C@H](O)C)CCC(=O)O
InChI InChI=1S/C61H101N19O28/c1-25(2)20-36(55(102)78-38(24-82)57(104)77-37(21-40(64)85)56(103)73-32(11-16-43(89)90)51(98)72-33(12-17-44(91)92)53(100)75-35(60(107)108)8-7-19-67-61(65)66)76-54(101)31(10-15-42(87)88)70-48(95)27(5)69-41(86)22-68-50(97)30(9-14-39(63)84)71-52(99)34(13-18-45(93)94)74-59(106)47(28(6)83)80-58(105)46(26(3)4)79-49(96)29(62)23-81/h25-38,46-47,81-83H,7-24,62H2,1-6H3,(H2,63,84)(H2,64,85)(H,68,97)(H,69,86)(H,70,95)(H,71,99)(H,72,98)(H,73,103)(H,74,106)(H,75,100)(H,76,101)(H,77,104)(H,78,102)(H,79,96)(H,80,105)(H,87,88)(H,89,90)(H,91,92)(H,93,94)(H,107,108)(H4,65,66,67)/t27-,28+,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,46-,47-/m0/s1 Key:FNMDPJXMBAIAGR-WSBPUMMXSA-N

Related Articles

"Homeostatic regulation of T cell trafficking by a B cell-derived peptide is impaired in autoimmune and chronic inflammatory disease"

"PEPITEM modulates leukocyte trafficking to reduce obesity-induced inflammation"

"PEPITEM Treatment Ameliorates EAE in Mice by Reducing CNS Inflammation, Leukocyte Infiltration, Demyelination, and Proinflammatory Cytokine Production"

"Therapeutic avenues in bone repair: Harnessing an anabolic osteopeptide, PEPITEM, to boost bone growth and prevent bone loss"

"Rejuvenation of leukocyte trafficking in aged mice through PEPITEM intervention"

"Prophylactic administration of PEPITEM in experimental autoimmune encephalomyelitis delays disease onset, inhibits leukocyte infiltration, and alleviates severity"