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SML0764

Sigma-Aldrich

Senktide trifluoroacetate salt

≥95% (HPLC)

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Synonym(s):
DFFGLM (Modifications: Asp-1 = Succinyl-Asp, Phe-3 = Me-Phe, Met-6 = C-terminal amide) trifluoroacetate salt, Suc-Asp-Phe-MePhe-Gly-Leu-Met-NH2 trifluoroacetate salt
Empirical Formula (Hill Notation):
C40H55N7O11S · xC2HF3O2
CAS Number:
Molecular Weight:
841.97 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

film

storage condition

desiccated

color

colorless

shipped in

wet ice

storage temp.

−20°C

InChI

1S/C40H55N7O11S/c1-24(2)19-28(37(55)45-27(36(41)54)17-18-59-4)44-33(49)23-42-39(57)31(21-26-13-9-6-10-14-26)47(3)40(58)30(20-25-11-7-5-8-12-25)46-38(56)29(22-35(52)53)43-32(48)15-16-34(50)51/h5-14,24,27-31H,15-23H2,1-4H3,(H2,41,54)(H,42,57)(H,43,48)(H,44,49)(H,45,55)(H,46,56)(H,50,51)(H,52,53)/t27-,28-,29-,30-,31-/m0/s1

InChI key

HMHYXLVEFVGOPM-QKUYTOGTSA-N

Amino Acid Sequence

Suc-Asp-Phe-MePhe-Gly-Leu-Met-NH2 trifluoroacetate salt

Biochem/physiol Actions

Senktide is a selective Neurokinin NK3 tachykinin receptor agonist. Neurokinins (tachykinins) are members of a family of at least three neuropeptides, substance P, neurokinin A, and neurokinin B (NKB), with each mediating their biological effects through binding to a preferred G-protein-coupled receptor termed NK1, NK2, or NK3, respectively. All three NK receptors are expressed in regions of the central nervous system that are related to emotion and cognition (i.e., amygdala and hippocampus) and have been linked to various degrees in psychiatric disorders. Neurokinin receptors, including NK3 receptors, are also expressed in the motor and sensory systems of the digestive tract.
Senktide treatment in follicular phase goats enhances the liberation of luteinizing hormone (LH) and advance the time of ovulation. Senktide has the ability to suppress gonadotropin-releasing hormone (GnRH) transcription. Treatment with senktide stimulates c-Fos and improve activator protein-1 (AP-1) activity.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Ovarian and hormonal responses to single or continuous peripheral administration of senktide, a neurokinin 3 receptor agonist, during the follicular phase in goats.
Endo N, et al.
Domestic Animal Endocrinology, 53, 136-143 (2015)
Neurokinin B Causes Acute GnRH Secretion and Repression of GnRH Transcription in GT1?7 GnRH Neurons.
Glidewell-Kenney CA, et al.
Molecular Endocrinology, 27(3), 437-454 (2013)
P Grachev et al.
Endocrinology, 155(7), 2589-2601 (2014-04-09)
Acute systemic stress disrupts reproductive function by inhibiting pulsatile gonadotropin secretion. The underlying mechanism involves stress-induced suppression of the GnRH pulse generator, the functional unit of which is considered to be the hypothalamic arcuate nucleus kisspeptin/neurokinin B/dynorphin A neurons. Agonists

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