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A2602

Asn-Arg-Cys-Ser-Gln-Gly-Ser-Cys-Trp-Asn, Reduced

≥85% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C44H67N17O16S2
Molecular Weight:
1154.24
UNSPSC Code:
12352200
PubChem Substance ID:
329770789
MDL number:
MFCD00798787
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assay

≥85% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CS)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(N)=O)C(O)=O

InChI

1S/C44H67N17O16S2/c45-21(11-32(47)65)35(68)55-23(6-3-9-51-44(49)50)37(70)60-30(18-79)42(75)59-28(16-63)40(73)56-24(7-8-31(46)64)36(69)53-14-34(67)54-27(15-62)39(72)61-29(17-78)41(74)57-25(38(71)58-26(43(76)77)12-33(48)66)10-19-13-52-22-5-2-1-4-20(19)22/h1-2,4-5,13,21,23-30,52,62-63,78-79H,3,6-12,14-18,45H2,(H2,46,64)(H2,47,65)(H2,48,66)(H,53,69)(H,54,67)(H,55,68)(H,56,73)(H,57,74)(H,58,71)(H,59,75)(H,60,70)(H,61,72)(H,76,77)(H4,49,50,51)/t21-,23-,24-,25-,26-,27-,28-,29-,30-/m0/s1

InChI key

KEQZTNKTLNAKCM-XFPWREGGSA-N

Biochem/physiol Actions

The activity of the enzymes protein disulfide-isomerase (PDI) and DsbA (a periplasmic protein thiol:disulfide oxidoreductase) can be monitored with this peptide. Oxidation of this dithiol peptide to the disulfide state is accompanied by a significant change in tryptophan fluorescence emission intensity. This permits the rapid determination of the pH-dependence of the activity of both enzymes.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV2534
BCBQ2677V
BCBN9188V
1413937
048K1269

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L W Ruddock et al.
The Biochemical journal, 315 ( Pt 3), 1001-1005 (1996-05-01)
A decapeptide containing two cysteine residues at positions 3 and 8 has been designed for use in monitoring the disulphide bond-forming activity of thiol:disulphide oxidoreductases. The peptide contains a tryptophan residue adjacent to one of the cysteine residues and an
A R Frand et al.
Trends in cell biology, 10(5), 203-210 (2000-04-08)
The folding of many secretory proteins depends upon the formation of disulphide bonds. Recent advances in genetics and cell biology have outlined a core pathway for disulphide bond formation in the endoplasmic reticulum (ER) of eukaryotic cells. In this pathway

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