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TRH free acid

Alias: Pglu-his-pro; Deamido-TRH; TRH free acid
Cat No.:V16724 Purity: ≥98%
Thyrotropin-Releasing Hormone (TRH), Free Acid (TRH-OH) is a physiological metabolite of thyrotropin-releasing hormone.
TRH free acid
TRH free acid Chemical Structure CAS No.: 24769-58-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
Other Sizes

Other Forms of TRH free acid:

  • Protirelin (Synthetic thyrotropin-releasing factor)
  • Protirelin Acetate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Thyrotropin-Releasing Hormone (TRH), Free Acid (TRH-OH) is a physiological metabolite of thyrotropin-releasing hormone.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Numerous biological processes connected to the endocrine and central nervous systems have been demonstrated to be impacted by the products of TRH breakdown. In brain tissue and plasma, TRH (pGlu-His-Pro-NH2) can be enzymatically broken down to yield TRH-OH. TRH and hGHRH increased the amount of [3H]GH released into the culture medium by 435% and 464%, respectively, in comparison to controls; TRH-OH had no impact [1]. A particular proline endopeptidase cleaves the C-terminal amide group to create TRH-OH. It is one among the most stable TRH derivatives and is found in large amounts throughout the brain. Mammalian septal neurons' Na+ channel activity is inhibited by TRH-OH. About 60% of the examined cells exhibited a dose-dependent reversible decrease of Na+ current when exposed to doses of TRH-OH ranging from 0.01 to 2.5 μM. The peak Na+ current amplitude is decreased by 20–50% when using 2 μM TRH-OH[2].
References

[1]. Effects of thyrotropin-releasing hormone and its metabolites, Cyclo(His-Pro) and TRH-OH, on growth hormone and prolactin synthesis in primary cultured pituitary cells of the common carp, Cyprinus carpio. Gen Comp Endocrinol. 1998 Sep;111(3):395-403.

[2]. Thyrotropin-releasing-hormone (TRH) and its physiological metabolite TRH-OH inhibit Na+ channel activity in mammalian septal neurons. Proc Natl Acad Sci U S A. 1990 Oct;87(20):8150-4.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H21N5O5
Molecular Weight
363.374
Exact Mass
363.154
CAS #
24769-58-2
Related CAS #
Protirelin;24305-27-9;Protirelin acetate;120876-23-5
PubChem CID
10428784
Appearance
Typically exists as solid at room temperature
Density
1.64g/cm3
Index of Refraction
1.741
LogP
2.767
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
26
Complexity
598
Defined Atom Stereocenter Count
3
SMILES
O=C(O)[C@@H]1CCCN1C([C@@H](NC([C@@H]2CCC(N2)=O)=O)CC3=CN=CN3)=O
InChi Key
ITYONPBTNRIEBA-SRVKXCTJSA-N
InChi Code
InChI=1S/C16H21N5O5/c22-13-4-3-10(19-13)14(23)20-11(6-9-7-17-8-18-9)15(24)21-5-1-2-12(21)16(25)26/h7-8,10-12H,1-6H2,(H,17,18)(H,19,22)(H,20,23)(H,25,26)/t10-,11-,12-/m0/s1
Chemical Name
(2S)-1-[(2S)-3-(1H-imidazol-5-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Synonyms
Pglu-his-pro; Deamido-TRH; TRH free acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~100 mg/mL (~275.20 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (275.20 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

Solubility in Formulation 2: 10 mg/mL (27.52 mM) in Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7520 mL 13.7601 mL 27.5202 mL
5 mM 0.5504 mL 2.7520 mL 5.5040 mL
10 mM 0.2752 mL 1.3760 mL 2.7520 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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