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Key Documents

T6901

Sigma-Aldrich

α1-Mating Factor acetate salt

≥93% (HPLC), synthetic

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About This Item

Empirical Formula (Hill Notation):
C82H114N20O17S
CAS Number:
Molecular Weight:
1683.97
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

Quality Level

Assay

≥93% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

storage temp.

−20°C

SMILES string

CSCCC(NC(=O)C1CCCN1C(=O)C(CCC(N)=O)NC(=O)CNC(=O)C2CCCN2C(=O)C(CCCCN)NC(=O)C(CC(C)C)NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(Cc3c[nH]c4ccccc34)NC(=O)C(Cc5cnc[nH]5)NC(=O)C(N)Cc6c[nH]c7ccccc67)C(=O)NC(Cc8ccc(O)cc8)C(O)=O

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)

InChI key

SBKVPJHMSUXZTA-UHFFFAOYSA-N

Amino Acid Sequence

Trp-His-Trp-Leu-Gln-Leu-Lys-Pro-Gly-Gln-Pro-Met-Tyr

Application

α1-Mating Factor acetate salt has been used for the synchronization of yeast cells for flow cytometry and to study B-type cyclin (Clb2p)-EmCitrine levels from calcofluor white treated cells.

Biochem/physiol Actions

The α1-Mating factor is a pheromone produced by yeast that regulates mating. α1-Mating Factor acetate salt can be utilized to arrest the G1-phase of the cell cycle in various yeast strains.

Preparation Note

Alpha1-Mating Factor acetate salt dissolves in water at 1 mg/ml to yield a clear, colorless solution.

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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C Formosa et al.
Journal of molecular recognition : JMR, 28(1), 1-9 (2015-06-06)
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Brianna L Greenwood et al.
Methods in molecular biology (Clifton, N.J.), 2579, 145-168 (2022-09-01)
The cell division cycle is a fundamental process required for proliferation of all living organisms. The eukaryotic cell cycle follows a basic template with an ordered series of events beginning with G1 (Gap1) phase, followed successively by S (Synthesis) phase
Dilara Kocakaplan et al.
eLife, 10 (2021-10-12)
Mitotic exit in budding yeast is dependent on correct orientation of the mitotic spindle along the cell polarity axis. When accurate positioning of the spindle fails, a surveillance mechanism named the spindle position checkpoint (SPOC) prevents cells from exiting mitosis.
Stefano Vernarecci et al.
Molecular and cellular biology, 28(3), 988-996 (2007-11-28)
We report that the histone acetyltransferase Gcn5p is involved in cell cycle progression, whereas its absence induces several mitotic defects, including inefficient nuclear division, chromosome loss, delayed G(2) progression, and spindle elongation. The fidelity of chromosome segregation is finely regulated

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