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MedKoo Cat#: 465787 | Name: DHHC substrate peptide

Description:

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

DHHC substrate peptide is a ZDHHC (zinc finger Asp-His-His-Cys) substrate peptide, a 15-mer peptide sequence from KRas4a plus two tryptophan residues.

Chemical Structure

DHHC substrate peptide
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 465787

Name: DHHC substrate peptide

CAS#: unknown

Chemical Formula: C96H154N24O24S

Exact Mass: 2059.1289

Molecular Weight: 2060.49

Elemental Analysis: C, 55.96; H, 7.53; N, 16.31; O, 18.64; S, 1.56

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
DHHC substrate peptide; ISKEEKTPGCVKIKKWW;
IUPAC/Chemical Name
(6R,9S,12S,15S,18S,21S,24S,27S)-24,27-bis((1H-indol-3-yl)methyl)-1-((S)-1-((2S,5S,8S,11S,14S,17S,20S,21S)-20-amino-5,14-bis(4-aminobutyl)-8,11-bis(2-carboxyethyl)-2-((R)-1-hydroxyethyl)-17-(hydroxymethyl)-21-methyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazatricosanoyl)pyrrolidin-2-yl)-12,18,21-tris(4-aminobutyl)-15-((S)-sec-butyl)-9-isopropyl-6-(mercaptomethyl)-1,4,7,10,13,16,19,22,25-nonaoxo-2,5,8,11,14,17,20,23,26-nonaazaoctacosan-28-oic acid
InChi Key
NMMXLBQSBFIZPM-OQLGHBLISA-N
InChi Code
InChI=1S/C96H154N24O24S/c1-8-53(5)77(102)92(139)116-71(50-121)89(136)109-62(29-14-19-39-97)81(128)110-68(36-38-76(126)127)85(132)111-67(35-37-75(124)125)84(131)108-65(32-17-22-42-100)87(134)119-80(55(7)122)95(142)120-44-24-34-73(120)91(138)105-49-74(123)106-72(51-145)90(137)117-78(52(3)4)93(140)112-66(33-18-23-43-101)86(133)118-79(54(6)9-2)94(141)113-64(31-16-21-41-99)82(129)107-63(30-15-20-40-98)83(130)114-69(45-56-47-103-60-27-12-10-25-58(56)60)88(135)115-70(96(143)144)46-57-48-104-61-28-13-11-26-59(57)61/h10-13,25-28,47-48,52-55,62-73,77-80,103-104,121-122,145H,8-9,14-24,29-46,49-51,97-102H2,1-7H3,(H,105,138)(H,106,123)(H,107,129)(H,108,131)(H,109,136)(H,110,128)(H,111,132)(H,112,140)(H,113,141)(H,114,130)(H,115,135)(H,116,139)(H,117,137)(H,118,133)(H,119,134)(H,124,125)(H,126,127)(H,143,144)/t53-,54-,55+,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,77-,78-,79-,80-/m0/s1
SMILES Code
O=C(N[C@@H](CO)C(N[C@@H](CCCCN)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCCN)C(N[C@@H]([C@H](O)C)C(N1[C@@H](CCC1)C(NCC(N[C@@H](CS)C(N[C@@H](C(C)C)C(N[C@@H](CCCCN)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CC2=CNC3=CC=CC=C23)C(N[C@@H](CC4=CNC5=CC=CC=C45)C(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)[C@H]([C@@H](C)CC)N
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 2,060.49 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.

Recalculate based on batch purity %
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
1: Haines RJ, Wang CY, Yang CGY, Eitnier RA, Wang F, Wu MH. Targeting palmitoyl acyltransferase ZDHHC21 improves gut epithelial barrier dysfunction resulting from burn-induced systemic inflammation. Am J Physiol Gastrointest Liver Physiol. 2017 Dec 1;313(6):G549-G557. doi: 10.1152/ajpgi.00145.2017. Epub 2017 Aug 24. PMID: 28838985; PMCID: PMC5814670. 2: Verardi R, Kim JS, Ghirlando R, Banerjee A. Structural Basis for Substrate Recognition by the Ankyrin Repeat Domain of Human DHHC17 Palmitoyltransferase. Structure. 2017 Sep 5;25(9):1337-1347.e6. doi: 10.1016/j.str.2017.06.018. Epub 2017 Jul 27. PMID: 28757145; PMCID: PMC5599134. 3: Kilpatrick CL, Murakami S, Feng M, Wu X, Lal R, Chen G, Du K, Luscher B. Dissociation of Golgi-associated DHHC-type Zinc Finger Protein (GODZ)- and Sertoli Cell Gene with a Zinc Finger Domain-β (SERZ-β)-mediated Palmitoylation by Loss of Function Analyses in Knock-out Mice. J Biol Chem. 2016 Dec 30;291(53):27371-27386. doi: 10.1074/jbc.M116.732768. Epub 2016 Nov 14. PMID: 27875292; PMCID: PMC5207163. 4: Yokoi N, Fukata Y, Sekiya A, Murakami T, Kobayashi K, Fukata M. Identification of PSD-95 Depalmitoylating Enzymes. J Neurosci. 2016 Jun 15;36(24):6431-44. doi: 10.1523/JNEUROSCI.0419-16.2016. PMID: 27307232; PMCID: PMC5015780. 5: Resh MD. Fatty acylation of proteins: The long and the short of it. Prog Lipid Res. 2016 Jul;63:120-31. doi: 10.1016/j.plipres.2016.05.002. Epub 2016 May 24. PMID: 27233110; PMCID: PMC4975971. 6: Song IW, Li WR, Chen LY, Shen LF, Liu KM, Yen JJ, Chen YJ, Chen YJ, Kraus VB, Wu JY, Lee MT, Chen YT. Palmitoyl acyltransferase, Zdhhc13, facilitates bone mass acquisition by regulating postnatal epiphyseal development and endochondral ossification: a mouse model. PLoS One. 2014 Mar 17;9(3):e92194. doi: 10.1371/journal.pone.0092194. PMID: 24637783; PMCID: PMC3956893. 7: Thomas GM, Hayashi T, Chiu SL, Chen CM, Huganir RL. Palmitoylation by DHHC5/8 targets GRIP1 to dendritic endosomes to regulate AMPA-R trafficking. Neuron. 2012 Feb 9;73(3):482-96. doi: 10.1016/j.neuron.2011.11.021. PMID: 22325201; PMCID: PMC3345505. 8: Jennings BC, Linder ME. DHHC protein S-acyltransferases use similar ping-pong kinetic mechanisms but display different acyl-CoA specificities. J Biol Chem. 2012 Mar 2;287(10):7236-45. doi: 10.1074/jbc.M111.337246. Epub 2012 Jan 13. PMID: 22247542; PMCID: PMC3293542. 9: Gorleku OA, Barns AM, Prescott GR, Greaves J, Chamberlain LH. Endoplasmic reticulum localization of DHHC palmitoyltransferases mediated by lysine-based sorting signals. J Biol Chem. 2011 Nov 11;286(45):39573-84. doi: 10.1074/jbc.M111.272369. Epub 2011 Sep 18. PMID: 21926431; PMCID: PMC3234780. 10: Ladygina N, Martin BR, Altman A. Dynamic palmitoylation and the role of DHHC proteins in T cell activation and anergy. Adv Immunol. 2011;109:1-44. doi: 10.1016/B978-0-12-387664-5.00001-7. PMID: 21569911; PMCID: PMC5464999. 11: Hines RM, Kang R, Goytain A, Quamme GA. Golgi-specific DHHC zinc finger protein GODZ mediates membrane Ca2+ transport. J Biol Chem. 2010 Feb 12;285(7):4621-8. doi: 10.1074/jbc.M109.069849. Epub 2009 Dec 2. PMID: 19955568; PMCID: PMC2836067. 12: Iwanaga T, Tsutsumi R, Noritake J, Fukata Y, Fukata M. Dynamic protein palmitoylation in cellular signaling. Prog Lipid Res. 2009 May- Jul;48(3-4):117-27. doi: 10.1016/j.plipres.2009.02.001. Epub 2009 Feb 20. PMID: 19233228. 13: Jennings BC, Nadolski MJ, Ling Y, Baker MB, Harrison ML, Deschenes RJ, Linder ME. 2-Bromopalmitate and 2-(2-hydroxy-5-nitro- benzylidene)-benzo[b]thiophen-3-one inhibit DHHC-mediated palmitoylation in vitro. J Lipid Res. 2009 Feb;50(2):233-42. doi: 10.1194/jlr.M800270-JLR200. Epub 2008 Sep 30. PMID: 18827284; PMCID: PMC2636914. 14: Fukata M, Fukata Y, Adesnik H, Nicoll RA, Bredt DS. Identification of PSD-95 palmitoylating enzymes. Neuron. 2004 Dec 16;44(6):987-96. doi: 10.1016/j.neuron.2004.12.005. PMID: 15603741. 15: Keller CA, Yuan X, Panzanelli P, Martin ML, Alldred M, Sassoè-Pognetto M, Lüscher B. The gamma2 subunit of GABA(A) receptors is a substrate for palmitoylation by GODZ. J Neurosci. 2004 Jun 30;24(26):5881-91. doi: 10.1523/JNEUROSCI.1037-04.2004. PMID: 15229235; PMCID: PMC2366890.