Products for Research Use Only

Alpha-Factor

CAT: 0466-SB282-100MGSize: 100 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0466-SB282-100MGSize:100 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
ALPHA FACTOR SIGNALING PEPTIDE Yeast mating signaling pathway The life cycle of Saccharomyces cerevisiae, also known as the brewer’s and the baker’s yeast, is characterized by both haploid and diploid phases. Indeed, yeasts are organized in two haploid types, known as a and α cells (MATa and MATα), that can either proliferate individually, using mitosis, or fuse together to form MATa/MATα diploids. α factor - WHWLQLKPGQPMY peptide - CAS: 59401-28-4. Haploid, diploid cells For two haploid cells to mate, mating factors are needed. These pheromones induce G-Protein Coupled Receptor‘s (GPCR) conformational changes, which allow G-protein migration in the plasma membrane. GPCRs are present on both a and α yeast cells and turn into Guanine nucleotide Exchange Factors (GEF) upon G-protein release. The receptor’s « new activity » leads to guanosine diphosphate (GDP) exchange by guanosine triphosphate (GTP) on the G-protein, which will recruit STE 5 to allow Fus3 protein phosphorylation. Phosphate addition on Fus3 enables its fusion to the cell’s plasma membrane in order to activate formin proteins by phosphorylation. α factor - WHWLQLKPGQPMY peptide - CAS: 59401-28-4. Yeast mating signaling pathway Formin proteins being involved in the polymerization of microfilaments, their consequent growth within the cell will form shmoo projections to enable complete mating of MATa and MATα cells, towards MATa/MATα diploid cell that can undergo mitosis and meiosis to create new haploid spores. α factor - WHWLQLKPGQPMY - CAS: 59401-28-4. Yeast mating [CAS: 59401-28-4] α-factor pheromone – WHWLQLKPGQPMY To induce a yeast cells’ shmoo projection, WHWLQLKPGQPMY pheromone (or alpha mating factor) is produced by α yeast cells. This signaling peptide is part of the MFAL1_YEAST protein (UniProt: P01149) that excretes its active factor into the culture medium to act on the opposite mating type) . α mating factor is a 13 residues peptide inducing the expression of necessary mating genes (200 genes – 3% of the yeast’s genome) to arrest yeast cell cycle in the G1 phase, while altering cell surface and nuclear determinants, towards MATa and MATα fusion. WHWLQLKPGQPMY interacts with its complementary pheromone, a-factor, which is a 12 residues peptide (YIIKGVFWDPAC) that is covalently attached to farnesyl to generate the appropriate response upon α pheromone activation. Alpha factor applications SB-PEPTIDE offers α mating factor WHWLQLKPGQPMY to study: Cell cycle Cellular morphology Transcriptional induction Signal transduction pathways
CAS Number
59401-28-4
Sequence
WHWLQLKPGQPMY
Peptide Number
SB282

Chemical Information

alpha-Mating factor
CAS Number59401-28-4
PubChem CID71299812
IUPAC Name(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-5-amino-2-[[2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-methylpentanoyl]amino]-5-oxopentanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-4-methylsulfanylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
Molecular FormulaC82H114N20O17S
Molecular Weight1684.0
XLogP-0.7
Topological Polar Surface Area613
Hydrogen Bond Donor Count19
Hydrogen Bond Acceptor Count21
Rotatable Bond Count48
Heavy Atom Count120
Formal Charge0
Complexity3480
SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](CCC(=O)N)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC4=CNC5=CC=CC=C54)NC(=O)[C@H](CC6=CN=CN6)NC(=O)[C@H](CC7=CNC8=CC=CC=C87)N
InChI
InChI=1S/C82H114N20O17S/c1-45(2)34-61(98-76(112)63(38-49-41-89-56-17-9-7-15-53(49)56)99-77(113)64(39-50-42-87-44-91-50)96-71(107)54(84)37-48-40-88-55-16-8-6-14-52(48)55)74(110)93-57(25-27-68(85)104)72(108)97-62(35-46(3)4)75(111)95-59(18-10-11-30-83)80(116)101-31-12-19-66(101)78(114)90-43-70(106)92-60(26-28-69(86)105)81(117)102-32-13-20-67(102)79(115)94-58(29-33-120-5)73(109)100-65(82(118)119)36-47-21-23-51(103)24-22-47/h6-9,14-17,21-24,40-42,44-46,54,57-67,88-89,103H,10-13,18-20,25-39,43,83-84H2,1-5H3,(H2,85,104)(H2,86,105)(H,87,91)(H,90,114)(H,92,106)(H,93,110)(H,94,115)(H,95,111)(H,96,107)(H,97,108)(H,98,112)(H,99,113)(H,100,109)(H,118,119)/t54-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-/m0/s1
InChIKey
SBKVPJHMSUXZTA-MEJXFZFPSA-N
Chemical Structure
2D Structure
2D structure of alpha-Mating factor
CAS: 59401-28-4
CID: 71299812
Formula: C82H114N20O17S
MW: 1684.0
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1684.0
XLogP3-0.7
Hydrogen Bond Donor Count19
Hydrogen Bond Acceptor Count21
Rotatable Bond Count48
Exact Mass1682.83915342
Monoisotopic Mass1682.83915342
Topological Polar Surface Area613 Ų
Heavy Atom Count120
Formal Charge0
Complexity3480
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Popular Products