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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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