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Merck
CN

SML0109

Sigma-Aldrich

GLYX-13 trifluoroacetate

≥98% (HPLC)

Synonym(s):

L-Threonyl-L-prolyl-L-prolyl-L-threoninamide trifluoroacetate; Thr-Pro-Pro-Thr-NH2 trifluoroacetate, Rapastinel, TPPT-amide trifluoroacetate

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About This Item

Empirical Formula (Hill Notation):
C18H31N5O6 · xC2HF3O2
CAS Number:
Molecular Weight:
413.47 (free base basis)
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to tan

shipped in

wet ice

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@@H]([C@@H](C)O)C(N)=O

InChI

1S/C18H31N5O6.C2HF3O2/c1-9(24)13(19)18(29)23-8-4-6-12(23)17(28)22-7-3-5-11(22)16(27)21-14(10(2)25)15(20)26;3-2(4,5)1(6)7/h9-14,24-25H,3-8,19H2,1-2H3,(H2,20,26)(H,21,27);(H,6,7)/t9-,10-,11+,12+,13+,14+;/m1./s1

InChI key

BCWVNVCGYWOAAK-GDLIIDCZSA-N

Application

GLYX-13 trifluoroacetate has been used as an activator of NMDA (N-methyl-D-aspartate) receptor.

Biochem/physiol Actions

GLYX-13 is a glycine-site functional partial agonist (GFPA) selective modulator of the NMDA receptor (NMDAR). It is a brain penetrable tetrapeptide which acts as a positive allosteric modulator of the NMDA receptor, acting via the glycine site. GLYX-13 has been found to be a cognitive enhancer in learning models and is currently in clinical trials as an antidepressant.
GLYX-13 trifluoroacetate is a bain penetrable positive allosteric modulator of NMDA receptor acting via the glycine site; cognitive enhancer in learning models

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Propofol attenuates pancreatic cancer malignant potential via inhibition of NMDA receptor.
Chen X et al.
European Journal of Pharmacology, 795, 150-150 (2017)

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