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MedKoo Cat#: 597465 | Name: Antiflammin P2

Description:

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

Antiflammin P2 is a nonapeptide fragment of lipocortin I. Antiflammin P2 has no phospholipase A2 inhibitory & anti-inflammatory activity.

Chemical Structure

Antiflammin P2
Antiflammin P2
CAS#118850-72-9

Theoretical Analysis

MedKoo Cat#: 597465

Name: Antiflammin P2

CAS#: 118850-72-9

Chemical Formula: C46H77N13O15S

Exact Mass: 1083.5383

Molecular Weight: 1084.25

Elemental Analysis: C, 50.96; H, 7.16; N, 16.79; O, 22.13; S, 2.96

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Synonym
Antiflammin P2; Hdmnkvldl; Antiflamin 2; His-asp-met-asn-lys-val-leu-asp-leu;
IUPAC/Chemical Name
L-histidyl-L-aspartyl-L-methionyl-L-asparaginyl-L-lysyl-L-valyl-L-leucyl-L-aspartyl-L-leucine
InChi Key
MSFJEXCKZQTGKA-KSALCKNPSA-N
InChi Code
InChI=1S/C46H77N13O15S/c1-22(2)14-29(41(68)56-32(19-36(63)64)44(71)58-33(46(73)74)15-23(3)4)57-45(72)37(24(5)6)59-40(67)27(10-8-9-12-47)52-42(69)30(17-34(49)60)55-39(66)28(11-13-75-7)53-43(70)31(18-35(61)62)54-38(65)26(48)16-25-20-50-21-51-25/h20-24,26-33,37H,8-19,47-48H2,1-7H3,(H2,49,60)(H,50,51)(H,52,69)(H,53,70)(H,54,65)(H,55,66)(H,56,68)(H,57,72)(H,58,71)(H,59,67)(H,61,62)(H,63,64)(H,73,74)/t26-,27-,28-,29-,30-,31-,32-,33-,37-/m0/s1
SMILES Code
CC(C)C[C@@H](C(O)=O)NC([C@H](CC(O)=O)NC([C@H](CC(C)C)NC([C@H](C(C)C)NC([C@H](CCCCN)NC([C@H](CC(N)=O)NC([C@H](CCSC)NC([C@H](CC(O)=O)NC([C@H](CC1=CNC=N1)N)=O)=O)=O)=O)=O)=O)=O)=O
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,084.25 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: Hope WC, Patel BJ, Bolin DR. Antiflammin-2 (HDMNKVLDL) does not inhibit phospholipase A2 activities. Agents Actions. 1991 Sep;34(1-2):77-80. PubMed PMID: 1793057. 2: Kamal AM, Hayhoe RP, Paramasivam A, Cooper D, Flower RJ, Solito E, Perretti M. Antiflammin-2 activates the human formyl-peptide receptor like 1. ScientificWorldJournal. 2006 Oct 25;6:1375-84. PubMed PMID: 17072491; PubMed Central PMCID: PMC1868079. 3: Miele L, Cordella-Miele E, Facchiano A, Mukherjee AB. Inhibition of phospholipase A2 by uteroglobin and antiflammin peptides. Adv Exp Med Biol. 1990;279:137-60. Review. PubMed PMID: 2151414. 4: Moreno JJ. Antiflammin peptides in the regulation of inflammatory response. Ann N Y Acad Sci. 2000;923:147-53. Review. PubMed PMID: 11193753. 5: Li Q, Luyo D, Matteson DM, Chan CC. Suppressive effect of antiflammin-2 on compound 48/80-induced conjunctivitis. Role of phospholipase A2s and inducible nitric oxide synthase. Ocul Immunol Inflamm. 1998 Jun;6(2):65-73. PubMed PMID: 9689636. 6: Wolfe JL, Lee GE, Potti GK, Gallelli JF. Degradation of antiflammin 2 in aqueous solution. J Pharm Sci. 1994 Dec;83(12):1762-4. PubMed PMID: 7891309. 7: Moreno JJ. Antiflammin-2, a nonapeptide of lipocortin-1, inhibits leukocyte chemotaxis but not arachidonic acid mobilization. Eur J Pharmacol. 1996 Oct 24;314(1-2):129-35. PubMed PMID: 8957228. 8: Chan CC, Tuaillon N, Li Q, Shen DF. Therapeutic applications of antiflammin peptides in experimental ocular inflammation. Ann N Y Acad Sci. 2000;923:141-6. Review. PubMed PMID: 11193752. 9: Di Rosa M, Ialenti A. Selective inhibition of inflammatory reactions by vasocortin and antiflammin 2. Prog Clin Biol Res. 1990;349:81-90. PubMed PMID: 1697971. 10: Facchiano A, Cordella-Miele E, Miele L, Mukherjee AB. Inhibition of pancreatic phospholipase A2 activity by uteroglobin and antiflammin peptides: possible mechanism of action. Life Sci. 1991;48(5):453-64. PubMed PMID: 1992287. 11: Zouki C, Ouellet S, Filep JG. The anti-inflammatory peptides, antiflammins, regulate the expression of adhesion molecules on human leukocytes and prevent neutrophil adhesion to endothelial cells. FASEB J. 2000 Mar;14(3):572-80. PubMed PMID: 10698973. 12: Moreno JJ. Antiflammin-2 prevents HL-60 adhesion to endothelial cells and prostanoid production induced by lipopolysaccharides. J Pharmacol Exp Ther. 2001 Mar;296(3):884-9. PubMed PMID: 11181920. 13: Ye JM, Lee GE, Potti GK, Galelli JF, Wolfe JL. Degradation of antiflammin 2 under acidic conditions. J Pharm Sci. 1996 Jul;85(7):695-9. PubMed PMID: 8818992. 14: Ye JM, Wolfe JL. Oxidative degradation of antiflammin 2. Pharm Res. 1996 Feb;13(2):250-5. PubMed PMID: 8932445. 15: Lloret S, Moreno JJ. Effects of an anti-inflammatory peptide (antiflammin 2) on cell influx, eicosanoid biosynthesis and oedema formation by arachidonic acid and tetradecanoyl phorbol dermal application. Biochem Pharmacol. 1995 Jul 31;50(3):347-53. PubMed PMID: 7646536. 16: Anderson WB, Board PG, Anders MW. Glutathione transferase zeta-catalyzed bioactivation of dichloroacetic acid: reaction of glyoxylate with amino acid nucleophiles. Chem Res Toxicol. 2004 May;17(5):650-62. PubMed PMID: 15144222. 17: Sierra-Honigmann MR, Murphy PA. Suppression of interleukin-1 action by phospholipase-A2 inhibitors in helper T lymphocytes. Pept Res. 1992 Sep-Oct;5(5):258-61. PubMed PMID: 1450519. 18: Märki F, Pfeilschifter J, Rink H, Wiesenberg I. 'Antiflammins': two nonapeptide fragments of uteroglobin and lipocortin I have no phospholipase A2-inhibitory and anti-inflammatory activity. FEBS Lett. 1990 May 21;264(2):171-5. PubMed PMID: 2141575. 19: Brancaleone V, Dalli J, Bena S, Flower RJ, Cirino G, Perretti M. Evidence for an anti-inflammatory loop centered on polymorphonuclear leukocyte formyl peptide receptor 2/lipoxin A4 receptor and operative in the inflamed microvasculature. J Immunol. 2011 Apr 15;186(8):4905-14. doi: 10.4049/jimmunol.1003145. Epub 2011 Mar 11. PubMed PMID: 21398608; PubMed Central PMCID: PMC3175102. 20: Miele L, Cordella-Miele E, Mantile G, Peri A, Mukherjee AB. Uteroglobin and uteroglobin-like proteins: the uteroglobin family of proteins. J Endocrinol Invest. 1994 Sep;17(8):679-92. Review. PubMed PMID: 7868811.