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T2903

Sigma-Aldrich

Trp-His-Trp-Leu-Gln-Leu

≥97% (HPLC)

Synonym(s):

α1-Mating factor fragment 1-6

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About This Item

Empirical Formula (Hill Notation):
C45H59N11O8
CAS Number:
65418-88-4
Molecular Weight:
882.02
MDL number:
MFCD00133882
UNSPSC Code:
51111800
PubChem Substance ID:
24900091
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

assay

≥97% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C(Cc3cnc[nH]3)NC(=O)C(N)Cc4c[nH]c5ccccc45)C(O)=O

InChI

1S/C45H59N11O8/c1-24(2)15-35(42(60)52-34(13-14-39(47)57)41(59)56-38(45(63)64)16-25(3)4)54-43(61)36(18-27-21-50-33-12-8-6-10-30(27)33)55-44(62)37(19-28-22-48-23-51-28)53-40(58)31(46)17-26-20-49-32-11-7-5-9-29(26)32/h5-12,20-25,31,34-38,49-50H,13-19,46H2,1-4H3,(H2,47,57)(H,48,51)(H,52,60)(H,53,58)(H,54,61)(H,55,62)(H,56,59)(H,63,64)

InChI key

PBLMMVDDGREFKH-UHFFFAOYSA-N

Amino Acid Sequence

Trp-His-Trp-Leu-Gln-Leu

Application

Trp-His-Trp-Leu-Gln-Leu (WHWLQL) was used as an internal standard in multiplex serum protein assay for evaluating the individual′s probability of having colorectal cancer (CRC).

Biochem/physiol Actions

Trp-His-Trp-Leu-Gln-Leu (WHWLQL) is the peptide fragment of alpha1-mating factor secreted by yeast that facilitates in the regulation of mating. Alpha1-mating factor can arrest many yeast strains in the G1-phase of the cell cycle.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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’.

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W Siede et al.
Mutation research, 245(4), 287-292 (1990-12-01)
Synchronously dividing haploid yeast cells were UV-irradiated in various stages of the cell cycle after release from alpha-factor arrest. In confirmation of earlier results (Chanet et al., 1973), in wild-type strains G1/S phase cells were found to be the most
Randall Brock et al.
American journal of cancer research, 2(5), 598-605 (2012-09-08)
Our purpose is to develop a serum assay to determine an individual's probability of having colorectal cancer (CRC). We have discovered a protein panel yielding encouraging, clinically significant results. We evaluated 431 serum samples from donors screened for CRC by
C B Xue et al.
International journal of peptide and protein research, 47(3), 131-141 (1996-03-01)
Analogs of the Saccharomyces cerevisiae alpha-mating factor, Trp-His-Trp-Leu-Gln-Leu-Lys-Pro-Gly-Gln-Pro-Met-Tyr, where Lys7 and Gln10 were replaced with Cys, Cys(CH3), or Ser, were synthesized using solid-phase procedures on a phenylacetamidomethyl resin. Cyclo7,10[Cys7,X9,Cys10,Nle12]alpha-factor , where X=D-Val, D-Ala, L-Ala and Gly, were prepared by on-resin

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