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WO 2015/134691 Al 11 September 2015 (11.09.2015) P O P C T (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2015/134691 Al 11 September 2015 (11.09.2015) P O P C T (51) International Patent Classification: (74) Agents: SLADEK, Todd L. et al; Novozymes North A01N 25/10 (2006.01) A01N 25/24 (2006.01) America, Inc., 60 E. 42nd St., Suite 700, New York, New A 25/26 (2006.01) A01N 63/00 (2006.01) York 10165 (US). A0 25/28 (2006.01) (81) Designated States (unless otherwise indicated, for every (21) International Application Number: kind of national protection available): AE, AG, AL, AM, PCT/US20 15/0 18849 AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (22) International Filing Date: DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, 5 March 2015 (05.03.2015) HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, (25) Filing Language: English KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, (26) Publication Language: English PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, (30) Priority Data: SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, 61/948,235 5 March 2014 (05.03.2014) US TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (71) Applicant: NOVOZYMES A/S [DK/DK]; Krogshoejvej (84) Designated States (unless otherwise indicated, for every 36, DK-2880 Bagsvaerd (DK). kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, (72) Inventor; and TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, (71) Applicant (for B W only): BERLIN, Alex [CA/US]; 2923 TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, Avila Bay Place, Davis, California 95616 (US). DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, (72) Inventors: BENYAMINO, Romil; 1301 1st Avenue, Sac SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, ramento, California 95818 (US). QUINLAN, Jason; 530 GW, KM, ML, MR, NE, SN, TD, TG). Kinkead Way #305, Albany, California 95706 (US). DI- ANO, Audrey; 236 Alder Crest Way, Vacaville, California Declarations under Rule 4.17 : 95688 (US). — as to the applicant's entitlement to claim the priority of the earlier application (Rule 4.1 7(in)) [Continued on nextpage] (54) Title: FORMULATIONS COMPRISING POLYMERIC XYLOGLUCAN AS A CARRIER FOR AGRICULTURALLY BE NEFICIAL AGENTS Infusion F a d Primer (57) Abstract: The present invention relates to formulations comprising one or more agriculturally beneficial agents formulated with o polymeric xyloglucan as a carrier and their use. Published. with sequence listing part of description (Rule 5.2(a)) FORMULATIONS COMPRISING POLYMERIC XYLOGLUCAN AS A CARRIER FOR AGRICULTURALLY BENEFICIAL AGENTS Reference to a Sequence Listing This application contains a Sequence Listing in computer readable form, which is incorporated herein by reference. Background of the Invention Field of the Invention The present invention relates to formulations comprising xyloglucan as a carrier for agriculturally beneficial agents and methods of using such formulations. Description of the Related Art Xyloglucan endotransglycosylase (XET) is an enzyme that catalyzes endo- transglycosylation of xyloglucan, a structural polysaccharide of plant cell walls. The enzyme is present in most plants, and in particular, land plants. XET has been extracted from dicotyledons and monocotyledons. Xyloglucan is present in cotton, paper, or wood fibers (Hayashi et al., 1988, Carbohydrate Research 181 : 273-277) making strong hydrogen bonds to cellulose (Carpita and Gibeaut, 1993, The Plant Journal 3: 1-30). Adding xyloglucan endotransglycosylase to various cellulosic materials containing xyloglucan alters the xyloglucan mediated interlinkages between cellulosic fibers improving their strength, and maintaining the cellulose-structure while permitting the cellulose fibers to move relative to one another under force. There is a need in the art to improve crop yield by enhancing plant growth and preventing loss due to pest, disease or environmental factors. The current methods of enhancing plant growth, including fertilization, can be costly and environmentally damaging because the methods do not efficiently target the plants themselves. There is also a need in the art to develop carriers that provide nutrients or stimulating molecules to the plants themselves, or hold those molecules in locations that can be accessed by plant roots. There is also a need in the art to develop carriers for pesticides that hold the pesticides in the soil, or on the plants themselves, thereby rendering the plants pest-resistant, while minimizing the amount of pesticide that runs off or leaches into the soil. The present invention provides formulations employing xyloglucan as a carrier for agriculturally beneficial agents and methods of using such formulations. Summary of the Invention The present invention relates to formulations comprising one or more (e.g., several) agriculturally beneficial agents formulated with a composition selected from the group consisting of (a) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan, and a functionalized xyloglucan oligomer comprising a chemical group; (b) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan functionalized with a chemical group, and a functionalized xyloglucan oligomer comprising a chemical group; (c) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan functionalized with a chemical group, and a xyloglucan oligomer; (d) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan, and a xyloglucan oligomer; (e) a composition comprising a xyloglucan endotransglycosylase and a polymeric xyloglucan functionalized with a chemical group; (f) a composition comprising a xyloglucan endotransglycosylase and a polymeric xyloglucan; (g) a composition comprising a xyloglucan endotransglycosylase and a functionalized xyloglucan oligomer comprising a chemical group; (h) a composition comprising a xyloglucan endotransglycosylase and a xyloglucan oligomer, and (i) a composition of (a), (b), (c), (d), (e), (f), (g), or (h) without a xyloglucan endotransglycosylase, wherein the formulation provides an agricultural benefit. The present invention also relates to methods of formulating one or more (e.g., several) agriculturally beneficial agents, comprising reacting the one or more (e.g., several) agriculturally beneficial agents with a composition selected from the group consisting of (a) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan, and a functionalized xyloglucan oligomer comprising a chemical group; (b) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan functionalized with a chemical group, and a functionalized xyloglucan oligomer comprising a chemical group; (c) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan functionalized with a chemical group, and a xyloglucan oligomer; (d) a composition comprising a xyloglucan endotransglycosylase, a polymeric xyloglucan, and a xyloglucan oligomer; (e) a composition comprising a xyloglucan endotransglycosylase and a polymeric xyloglucan functionalized with a chemical group; (f) a composition comprising a xyloglucan endotransglycosylase and a polymeric xyloglucan; (g) a composition comprising a xyloglucan endotransglycosylase and a functionalized xyloglucan oligomer comprising a chemical group; (h) a composition comprising a xyloglucan endotransglycosylase and a xyloglucan oligomer, and (i) a composition of (a), (b), (c), (d), (e), (f), (g), or (h) without a xyloglucan endotransglycosylase. The present invention also relates to methods for enhancing plant growth, comprising applying a formulation of the present invention to a seed, a plant, a plant part, and/or a soil. Brief Description of the Figures Figure 1 shows a restriction map of pDLHD0012. Figure 2 shows a restriction map of pMMar27. Figure 3 shows a restriction map of pEvFzl . Figure 4 shows a restriction map of pDLHD0006. Figure 5 shows a restriction map of pDLHD0039. Figure 6 shows the decrease of fluorescence intensity of the supernatants of fluorescein isothiocyanate-labeled xyloglucan (FITC-XG) incubated with filter paper, indicating enhancement of cellulose-xyloglucan binding by Vigna angularis xyloglucan endotransglycosylase 16 (VaXET16). Figure 7 shows damaged raspberry leaf, undamaged raspberry leaf, and Whatman # 1 filter paper, indicating the cutout rectangle used to assess FITC-XG binding. Figure 8 shows the fluorescence intensity of supernatants of FITC-XG to damaged and undamaged raspberry leaves. Figure 9 shows the binding capacity of cellulose for FITC-XG at various pH values in the presence and absence of VaXET16. Figure 10 shows the binding capacity of cellulose for FITC-XG at various temperatures in the presence and absence of VaXET16. Figures 11A shows the fluorescence intensity of the supernatants of undamaged leaf cuttings incubated with FITC-XG with or without VaXET16 as a function of incubation time and Figure B shows the fluorescence intensity of the supernatants of damaged leaf cuttings incubated with FITC-XG with or without VaXET16 as a function of incubation time. Figure 12 shows laser scanning confocal microscope images (transmission on left and fluorescence emission
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