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SML1471

Sigma-Aldrich

SN50 trifluoroacetate salt

≥95% (HPLC)

Synonym(s):

AAVALLPAVLLALLAPVQRKRQKLMP trifluoroacetate salt, H-Ala-Ala-Val-Ala-Leu-Leu-Pro-Ala-Val-Leu-Leu-Ala-Leu-Leu-Ala-Pro-Val-Gln-Arg-Lys-Arg-Gln-Lys-Leu-Met-Pro-OH trifluoroacetate salt, NF-KB SN50 cell permeable inhibitory peptide trifluoroacetate salt, Nuclear Factor NF-KB Inhibitor SN50 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C129H230N36O29S · xC2HF3O2
CAS Number:
Molecular Weight:
2781.50 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥95% (HPLC)

form

film

color

white

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C129H230N36O29S/c1-64(2)57-87(156-117(183)92(62-69(11)12)158-123(189)100(72(17)18)161-106(172)78(25)143-119(185)94-41-35-54-164(94)126(192)93(63-70(13)14)159-118(184)90(60-67(7)8)154-104(170)76(23)144-121(187)99(71(15)16)160-105(171)77(24)141-102(168)74(21)132)113(179)142-75(22)103(169)153-89(59-66(5)6)116(182)157-88(58-65(3)4)114(180)145-79(26)124(190)163-53-34-42-95(163)120(186)162-101(73(19)20)122(188)151-85(45-47-98(134)167)112(178)149-82(39-32-51-139-128(135)136)108(174)146-80(37-28-30-49-130)107(173)148-83(40-33-52-140-129(137)138)109(175)150-84(44-46-97(133)166)111(177)147-81(38-29-31-50-131)110(176)155-91(61-68(9)10)115(181)152-86(48-56-195-27)125(191)165-55-36-43-96(165)127(193)194/h64-96,99-101H,28-63,130-132H2,1-27H3,(H2,133,166)(H2,134,167)(H,141,168)(H,142,179)(H,143,185)(H,144,187)(H,145,180)(H,146,174)(H,147,177)(H,148,173)(H,149,178)(H,150,175)(H,151,188)(H,152,181)(H,153,169)(H,154,170)(H,155,176)(H,156,183)(H,157,182)(H,158,189)(H,159,184)(H,160,171)(H,161,172)(H,162,186)(H,193,194)(H4,135,136,139)(H4,137,138,140)/t74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,99-,100-,101-/m0/s1

InChI key

FAWLNURBQMTKEB-URDPEVQOSA-N

Application

SN50 trifluoroacetate salt has been used as a nuclear factor-kappa B (NF-κB) inhibitor:
  • to study its effects on the reactive oxygen species generation in human keratinocytes
  • to analyze its effects on mRNA expression in the receptor for advanced glycation end products (RAGE) in hCMEC/D3 blood-brain barrier (BBB) cell line
  • to study its effects on macrophage polarization

Biochem/physiol Actions

SN50 is an NF-κB cell permeable inhibitory peptide. The SN50 sequence contains the nuclear localization sequence (NLS residues 360-369) of the transcription factor NFκB p50 linked to a peptide cell-permeabilization sequence, the hydrophobic region (h-region) of the signal peptide of Kaposi fibroblast growth factor (K-FGF). SN50 Peptide inhibits translocation of the NF-κB active complex into the nucleus.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Jinjin Dong et al.
Oncotarget, 8(65), 109161-109174 (2018-01-10)
Vitiligo is an acquired depigmentary skin inflammatory disorder. The pathogenesis of inflammatory skin disease involves the release of cytokines from keratinocytes, including interleukin (IL)-1β. IL-22 belongs to a family of cytokines structurally related to IL-10, including IL-19, IL-20, IL-24, and

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