Skip to Content
Merck
All Photos(1)

Key Documents

Safety Information

SML0395

Sigma-Aldrich

Ac-EEMQRR-NH2 trifluoroacetate salt

≥95% (HPLC)

Synonym(s):

Acetyl Hexapeptide-3, Acetyl Hexapeptide-8, Acetyl hexapeptide, Hexapeptide 3

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C34H60N14O12S · xC2HF3O2
CAS Number:
Molecular Weight:
888.99 (free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

lyophilized solid

color

white

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.CSCC[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(C)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O

InChI

1S/C34H60N14O12S.C2HF3O2/c1-17(49)43-20(8-11-25(51)52)29(57)47-22(9-12-26(53)54)31(59)48-23(13-16-61-2)32(60)46-21(7-10-24(35)50)30(58)45-19(6-4-15-42-34(39)40)28(56)44-18(27(36)55)5-3-14-41-33(37)38;3-2(4,5)1(6)7/h18-23H,3-16H2,1-2H3,(H2,35,50)(H2,36,55)(H,43,49)(H,44,56)(H,45,58)(H,46,60)(H,47,57)(H,48,59)(H,51,52)(H,53,54)(H4,37,38,41)(H4,39,40,42);(H,6,7)/t18-,19-,20-,21-,22-,23-;/m0./s1

InChI key

RSZPECDVLFYJCF-PXILYFGCSA-N

Amino Acid Sequence

Ac-Glu-Glu-Met-Gln-Arg-Arg-NH2

Biochem/physiol Actions

Ac-EEMQRR-NH2 is a SNAP25 N-terminal-derived peptide that inhibits the SNARE complex and possibly blocks neuronal exocytosis. Ac-EEMQRR-NH2 exhibits anti-inflammatory and anti-wrinkle activity. It is used as anti-wrinkle cosmetics ingredient.
Ac-EEMQRR-NH2 trifluoroacetate salt is considered 4000 times less toxic than botulin toxin. It has restricted transdermal penetration and hence has limited application for topical usage.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0395-VAR:
SML0395-BULK:
SML0395-1MG:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enhanced delivery of hydrophilic peptides in vitro by transdermal microneedle pretreatment
Zhang S, et al.
Acta Pharmaceutica Sinica. B, 4(1), 100-104 (2014)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service