US010413769B2 (12 ) United States Patent (10 ) Patent No. : US 10 ,413 , 769 B2 McDaniel (45 ) Date of Patent: * Sep . 17 , 2019 (54 ) PAINT HAVING CELL WALL PARTICULATE 4 ,495 , 239 A 1 / 1985 Pusch et al . MATERIAL WITH A PROTECTIVE 4 ,598 ,015 A 7 / 1986 Panush 4 ,683 , 202 A 7 / 1987 Mullis ORGANOPHOSPHORUS ESTERASE 4 , 839 ,046 A 6 / 1989 Chandler 4 , 879 , 236 A 11/ 1989 Smith et al . (71 ) Applicant: C . Steven McDaniel, Austin , TX (US ) 4 ,935 ,351 A 6 / 1990 Yamane et al. 4 , 988 ,623 A 1 / 1991 Schwarz et al . 5 , 026 ,650 A 6 / 1991 Schwarz et al . (72 ) Inventor : C . Steven McDaniel, Austin , TX (US ) 5 ,096 , 813 A 3 / 1992 Krumhar et al. 5 , 137 , 569 A 8 / 1992 Waldron et al. ( 73 ) Assignee : Reactive Surfaces , Ltd . , LLP , Austin , 5 , 153 , 131 A 10 / 1992 Wolf et al. TX (US ) 5 , 169 ,554 A 12 / 1992 Akkara et al. 5 , 177 ,012 A 1 / 1993 Kim et al . ( * ) Notice : Subject to any disclaimer, the term of this 5 , 391 ,649 A 2 / 1995 Holmberg patent is extended or adjusted under 35 5 ,482 , 996 A 1 / 1996 Russell et al . .. .. 525 / 54 . 1 5 , 484 , 728 A 1 / 1996 Serdar et al. .. .. .. 435 / 196 U . S . C . 154 ( b ) by 0 days. 5 , 559 , 163 A * 9 / 1996 Dawson CO9D 4 /00 This patent is subject to a terminal dis 522 / 183 5 , 589 , 386 A 12 / 1996 Serdar . 435 /262 . 5 claimer . 5 ,602 ,097 A 2 / 1997 Edwards 5 ,627 ,021 A 5 / 1997 Goodwin et al. (21 ) Appl. No. : 14 /795 ,608 5 ,646 ,014 A 7 / 1997 Hara 5 , 804 ,694 A 9 / 1998 Bruce et al . ( 22 ) Filed : Jul. 9 , 2015 5 ,871 , 986 A 2 / 1999 Boyce 5 ,879 , 440 A 3 / 1999 Sau 5 , 882 , 731 A 3 / 1999 Owens (65 ) Prior Publication Data 5 ,885 , 782 A 3 / 1999 Edwards US 2015/ 0328490 A1 Nov. 19 , 2015 5 ,914 , 123 A 6 / 1999 Amtzen et al. 5 ,919 ,689 A 7 / 1999 Selvig et al. Related U . S . Application Data (Continued ) (62 ) Division of application No . 10 /655 ,345 , filed on Sep . FOREIGN PATENT DOCUMENTS 4 , 2003 , now abandoned . CA 2337884 2 /2000 (60 ) Provisional application No . 60 / 409, 102, filed on Sep . DE 203926 11/ 1983 9 , 2002. (Continued ) (51 ) Int . Cl. OTHER PUBLICATIONS A62D 5 / 00 ( 2006 . 01 ) A62D 3 / 02 ( 2007 .01 ) W . R . Grace & Co, SYLOID Matting Agent Brochure . Downloaded C09D 5 / 00 ( 2006 .01 ) Sep . 15 , 2017 . * C12N 9 / 16 ( 2006 .01 ) Munnecke et al, Hydrolysis of Organophosphate Insecticides by an C12N 11 /08 ( 2006 .01 ) Immobilized - Enzyme System . Biotechnology and Bioengineering , C09D 5 / 34 ( 2006 .01 ) vol. XXI, pp . 2247 - 2261 ( 1979 ). * COIJ 11 / 02 ( 2006 .01 ) LeJeune et al, Dramatically Stabilized Phosphotriesterase - Polymers C12N 11/ 16 ( 2006 . 01 ) for Nerve Agent Degradation . Biotechnol Bioeng 54 : 105 - 114 , C09D 7763 ( 2018 .01 ) 1997 . * A62D 101/ 02 ( 2007 .01 ) Gaberlein et al , Microbial and cytoplasmic membrane -based A62D 101/ 26 ( 2007 .01 ) potentiometric biosensors for direct determination of organophos (52 ) U .S . CI. phorus insecticides . Appl Microbiol Biotechnol (2000 ) 54 : 652 CPC . .. A62D 5 /00 ( 2013 . 01 ) ; A62D 3 / 02 658 . * ( 2013 . 01 ) ; C09D 5 / 00 ( 2013 .01 ) ; C09D 5 / 34 (Continued ) (2013 .01 ) ; C09D 7763 (2018 .01 ) ; C09J 11/ 02 ( 2013 .01 ) ; C12N 9 / 16 (2013 . 01 ) ; C12N 11/ 08 Primary Examiner — Sheridan Swope ( 2013 .01 ) ; C12N 11/ 16 (2013 .01 ) ; A62D (74 ) Attorney , Agent, or Firm - McDaniel & Associates, 2101 /02 (2013 . 01 ) ; A62D 2101/ 26 ( 2013 .01 ) PC ( 58 ) Field of Classification Search None (57 ) ABSTRACT See application file for complete search history. Disclosed herein are novel coatings and paints comprising a biomolecule composition , wherein the biomolecule compo (56 ) References Cited sition comprises a phosphoric triester hydrolase . Also dis U . S . PATENT DOCUMENTS closed herein are methods of detoxification of a surface contaminated with an organophosphorus compound by con 3 ,437 , 514 A 4 / 1969 Burlant tacting the surface with such a coating or paint. Also 4 , 155 , 887 A 5 / 1979 Hetson 4 , 166 , 804 A 9 / 1979 Bleha et al . disclosed herein are novel coating and paint components 4 , 244 ,693 A 1 / 1981 Guon derived from microorganisms. 4 ,324 ,683 A 4 / 1982 Lim et al. 4 ,342 , 751 A 8 / 1982 Moore et al. 9 Claims, No Drawings US 10 ,413 ,769 B2 Page 2 (56 ) References Cited Yi et al ., “ Solution structure of an antimicrobial peptide buforin 11 , ” FEBS Letters, vol. 398 , 1996 , pp . 87 -90 . U . S . PATENT DOCUMENTS Yin et al. , “ Physical parameters of hydroxyapatite adorption and effect on candidacidal activity of histatins ,” Archives of Oral 5 , 928 ,906 A 7 / 1999 Koster et al . Biology, vol. 48 , 2003, pp . 361 -368 . 5 , 928 , 927 A 7 / 1999 Cheng et al . .. .. .. .. 435 / 196 5 , 982 , 927 A 11/ 1999 Koljonen Zhang et al. , “ NMR Studies of Defensin Antimicrobial Peptides : 1 . 5 , 998 , 200 A * 12 / 1999 Bonaventura .. .. A01N 41/ 08 Resonance Assignment and Secondary Structure Determined of 106 / 15 .05 Rabbit NP- 2 and Human HNP - 1 ,” Biochemistry, vol . 31 , 1992 , pp . 6 ,020 , 312 A 2 / 2000 Edwards 11348 - 11356 . 6 ,034 , 298 A 3 / 2000 Lam et al. Zhao et al ., “ Identification of a new member of the protegrin family 6 ,054 , 504 A 4 / 2000 Dalla Riva Toma by cDNA cloning , " FEBS Letters , vol. 346 , 1994 , pp . 285 - 288 . 6 ,080 , 566 A 6 / 2000 Cheng et al . Zhao et al. , “ The structure of porcine protegrin genes ,” FEBS 6 ,087 , 558 A 7 / 2000 Howard et al. 6 , 136 , 320 A 10 / 2000 Amtzen et al. Letters , vol. 368 , 1995 , pp . 197 - 202 . 6 ,291 ,200 B1 9 / 2001 LeJeune et al. .. 435 / 20 Zhu et al ., “ Isolation and Mode of Action of Rabbit Corticostatic 6 , 294 , 183 B1 9 / 2001 Ito et al . ( Antiadrenocorticotropin ) Peptides, ” Endocrinology , vol. 130 , No . 6 ,642 , 037 B2 11/ 2003 Gordon et al. 3 , 1992, pp . 1413 - 1423 . 6 , 730 , 144 B2 5 / 2004 Tanaka et al. Zimmermann et al ., “ Solution Structure of Bovine Neutrophil 7 , 041, 285 B25 / 2006 Polsenski et al. B - Defensin - 12 : The Peptide Fold of the B - Defensin is Identical to 7 , 125 , 842 B2 10 / 2006 Kawabe et al. 7 , 229 , 819 B1 6 / 2007 Cheng et al. that of the Classical Defensins ," Biochemistry , vol. 34 , 1995, pp . 7 , 238 , 669 B2 7 /2007 Bishop -Hurley et al. 13663 - 13671. 7 , 335 , 400 B2 2 / 2008 Russell et al. Cutuli et al ., “ Antimicrobial effects of a -MSH peptides , ” Journal of 7 , 723 , 558 B1 5 /2010 Cheng et al . Leukocyte Biology , vol. 67 , Feb . 2000 , pp . 233 - 239 . 2002 /0010228 A1 1 / 2002 Simendinger, III Destoumieux et al. , “ Penaeidins , a family of antimicrobial peptides 2002 / 0010229 Al 1/ 2002 Medoff et al. from penaeid shrimp ( Crustacea, Decapoda ), ” CMLS , vol. 57 , 2002 /0013385 A1 1 / 2002 Simendinger , III 2000 , pp . 1260 - 1271 . 2002/ 0018764 A1 2 / 2002 Yamamori et al . 2002 /0035239 A1 3 / 2002 Andersen et al . Fiedler et al. , “ Nikkomycins : Microbial Inhibitors of Chitin Synthase ,” 2002 / 0106361 A1 8 / 2002 Paulsen et al. 424 / 94 . 4 J . Chem . Tech . Biotechnol. , vol. 32 , 1982, pp . 271 - 280 . 2002 /0132540 A1 9 / 2002 Soerens et al . Goraya et al. , “ Peptides with antimicrobial activity from four 2003 / 0047508 A1 3 / 2003 Boles et al . different families isolated from the skins of the North American 2003 /0113902 AL 6 / 2003 Gordon et al . frogs Rana luteiventris , Rana berlandieri and Rana pipiens, ” Eur . J . 2003 / 0166237 A1 9 / 2003 Allermann et al . Biochem . , vol. 267 , 2000 , pp . 894 -900 . 2003 /0194445 Al 10 / 2003 Kuhner et al . 2004 /0109853 A1 6 / 2004 McDaniel Guichard et al. , “ Antigenic mimicry of natural L -peptides with 2004 /0175407 AL 8 / 2004 McDaniel retro - inverso -peptidomimetics ,” Proc. Natl. Acad . Sci. USA , vol . 2004 /0248783 Al 12 / 2004 Kawabe et al . 91, Oct . 1994 , pp . 9765 - 9769 . 2005 /0147579 A1 7 /2005 Schneider et al. Iijima et al. , “ A novel antimicrobial peptide from the sea hare 2006 / 0160200 A1 7 / 2006 Rathenow et al. Dolabella auricularia , " Developmental & Comparative Immunol 2008 /0119381 Al 5 / 2008 Wang et al. ogy, vol . 27 , 2003 , pp . 305 -311 . Koo et al. , “ Two hevein homologs isolated from the seed of FOREIGN PATENT DOCUMENTS Pharbitis nil L . exhibit potent antifungal activity ,” Biochimica et Biophysica Acta , vol. 1382, 1998 , pp . 80 - 90 . 1174439 1 / 2002 Jones et al. , “ Paneth Cells of the Human Small Intestine Express an 58198580 11 / 1983 Antimicrobial Peptide Gene , ” The Journal of Biological Chemistry , 60218322 11 / 1985 vol. 267 , No . 32 , Nov . 1992 , pp . 23216 - 23225 . 3239766 10 / 1991 Lee et al ., “ Purification and cDNA Cloning of an Antifungal Protein JP 5247378 9 / 1993 wo 94 / 01459 1 / 1994 from the Hemolymph of Holotrichia diomphalia Larvae , ” Biol . WO 95 / 08341 3 / 1995 Pharm . Bull. , vol. 18 , No . 8 , 1995 , pp . 1049 - 1052. WO 97 / 21805 6 / 1997 Mandard et al. , “ Solution structure of thanatin , a potent bactericidal WO 99 / 43791 9 / 1999 and fungicidal insect peptide, determined from proton two WO 99 / 53037 10 / 1999 dimensional nuclear magnetic resonance data , ” Eur. J . Biochem . , WO 00 / 64957 11 /2000 vol. 256 , 1998 , pp . 404 -410 . WO 01/ 72911 10 / 2001 Mandard et al. , “ Androctonin , a Novel Antimicrobial Peptide from WO 02 / 064183 8 / 2002 Scorpion Androctonus Australis : Solution Structure and Molecular WO 03 /093462 11 / 2003 Dynamics Simulations in the Presence of a Lipid Monolayer, " wo 2004 /055044 7 / 2004 Journal of Biomolecular Structure & Dynamics, vol.