DPC AJ1951 | CAS# 943519-33-3 | Parathyroid Hormone (PTH) receptor agonist

MedKoo Cat#: 574351 | Name: DPC AJ1951

Description:

WARNING: This product is for research use only, not for human or veterinary use.

DPC AJ1951 is a parathyroid hormone (PTH) receptor agonist.

Chemical Structure

DPC AJ1951

CAS# 943519-33-3

Theoretical Analysis

MedKoo Cat#: 574351

Name: DPC AJ1951

CAS#: 943519-33-3

Chemical Formula: C76H127N23O19

Exact Mass: 1665.9679

Molecular Weight: 1666.99

Elemental Analysis: C, 54.76; H, 7.68; N, 19.33; O, 18.24

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Synonym

DPC AJ1951; DPCAJ1951; DPC-AJ1951

IUPAC/Chemical Name

(2S,5S,8S,11S,14S,17S,20S,23S,26S,29S,32S)-17-((1H-imidazol-4-yl)methyl)-1-amino-32-(2-((S)-2-(2-amino-2-methylpropanamido)-3-methylbutanamido)-2-methylpropanamido)-14,26-bis(3-amino-3-oxopropyl)-5-(4-aminobutyl)-29-((S)-sec-butyl)-20-butyl-11-(3-guanidinopropyl)-2-(4-hydroxybenzyl)-23-isobutyl-8-methyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-3,6,9,12,15,18,21,24,27,30-decaazapentatriacontan-35-oic acid

InChi Key

PNJXWIJKATVXEY-FAQCDESUSA-N

InChi Code

InChI=1S/C76H127N23O19/c1-13-15-19-46(90-68(113)53(34-39(3)4)94-66(111)50(27-30-56(79)102)92-70(115)59(41(7)14-2)97-67(112)51(28-31-57(103)104)96-73(118)76(11,12)99-71(116)58(40(5)6)98-72(117)75(9,10)83)64(109)95-54(36-44-37-84-38-86-44)69(114)91-49(26-29-55(78)101)65(110)89-48(21-18-33-85-74(81)82)62(107)87-42(8)61(106)88-47(20-16-17-32-77)63(108)93-52(60(80)105)35-43-22-24-45(100)25-23-43/h22-25,37-42,46-54,58-59,100H,13-21,26-36,77,83H2,1-12H3,(H2,78,101)(H2,79,102)(H2,80,105)(H,84,86)(H,87,107)(H,88,106)(H,89,110)(H,90,113)(H,91,114)(H,92,115)(H,93,108)(H,94,111)(H,95,109)(H,96,118)(H,97,112)(H,98,117)(H,99,116)(H,103,104)(H4,81,82,85)/t41-,42-,46-,47-,48-,49-,50-,51-,52-,53-,54-,58-,59-/m0/s1

SMILES Code

[H]N([C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCC)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(N)=O)C(=O)C(C)(C)NC(=O)[C@@H](N([H])C(=O)C(C)(C)N)C(C)C

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

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Biological target:

DPC-AJ1951, a 14 amino acid peptide that acts as a potent agonist of the parathyroid hormone (PTH)/PTH-related peptide receptor (PPR).

In vitro activity:

DPC-AJ1951 stimulated osteoclast-mediated bone resorption, as measured by the release of 45Ca from fetal rat long-bone explant cultures prelabeled with 45Ca in utero (Fig. 3A). Likewise, in neonatal mouse parietal bone explants, DPC-AJ1951 caused a concentration-dependent decrease in collagen synthesis (incorporation of [3H]proline, Fig. 3B) and stimulation of cell proliferation (increase in [3H]thymidine, Fig. 3C). These data substantially extend the earlier report by Shimizu et al. that a different Aib1,3-PTH-(1–14) fragment can inhibit bone mineralization in embryonic mouse metatarsals in vitro. Reference: Proc Natl Acad Sci U S A. 2007 Apr 17;104(16):6846-51. https://pubmed.ncbi.nlm.nih.gov/17428923/

In vivo activity:

The peptide DPC-AJ1951 normalized serum calcium levels in a dose- and time-dependent fashion when administered to thyroidparathyroidectomized rats by continuous s.c. infusion (Fig. 3D). The 14-mer DPC-AJ1951 was ≈40-fold less potent (molar basis) than PTH-(1–34) in this in vivo model of bone resorption (cf. Fig. 3D and SI Fig. 12), which is consistent with its ≈10-fold weaker potency in the aforementioned in vitro and ex vivo assays of PTH action (Table 1 and Fig. 3 A–C). This result demonstrates in vivo activity for peptide in the PTH-(1–14) class. Reference: Proc Natl Acad Sci U S A. 2007 Apr 17;104(16):6846-51. https://pubmed.ncbi.nlm.nih.gov/17428923/

Preparing Stock Solutions

The following data is based on the product molecular weight 1,666.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Carter PH, Liu RQ, Foster WR, Tamasi JA, Tebben AJ, Favata M, Staal A, Cvijic ME, French MH, Dell V, Apanovitch D, Lei M, Zhao Q, Cunningham M, Decicco CP, Trzaskos JM, Feyen JH. Discovery of a small molecule antagonist of the parathyroid hormone receptor by using an N-terminal parathyroid hormone peptide probe. Proc Natl Acad Sci U S A. 2007 Apr 17;104(16):6846-51. doi: 10.1073/pnas.0605125104. Epub 2007 Apr 11. PMID: 17428923; PMCID: PMC1871873.

In vitro protocol:

In vivo protocol:

1. Carter et al (2007) Discovery of a small molecule antagonist of the parathyroid hormone receptor by using an N-terminal parathyroid hormone peptide probe. Proc.Natl.Acad.Sci.U.S.A. 104 6846 PMID: 17428923

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Description:

Chemical Structure

Theoretical Analysis

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PD 125967

PD 131628

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