@article{
 title = {Isolation and Stabilization of a Pheromone in Crystalline Molecular Capsules},
 type = {article},
 year = {2013},
 identifiers = {[object Object]},
 pages = {3197-3200},
 volume = {13},
 month = {7},
 publisher = {AMER CHEMICAL SOC},
 city = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA},
 id = {dace0aa7-d87d-3cf4-a033-fca62f838452},
 created = {2015-12-14T19:51:30.000Z},
 file_attached = {false},
 profile_id = {3187ec9d-0fcc-3ba2-91e0-3075df9b18c3},
 group_id = {d75e47fd-ff52-3a4b-bf1e-6ebc7e454352},
 last_modified = {2017-03-14T12:30:08.401Z},
 read = {false},
 starred = {false},
 authored = {false},
 confirmed = {true},
 hidden = {false},
 citation_key = {ISI:000321542900058},
 source_type = {article},
 user_context = {Article},
 private_publication = {false},
 abstract = {The active monomer form of the male-produced pheromone of the
Mediterranean fruit fly can be isolated selectively from its
equilibrating trimer species by encapsulation within a calixarene pocket
built into a hydrogen-bonded framework from guanidinium
4-sulfocalix[4]arene. Encapsulation of the Delta(1)-pyrroline guest
significantly perturbs the assembly of the quasihexagonal
two-dimensional guanidinium-sulfonate network of the guest-free
framework, to the extent that guanidinium ions are excluded from some
sites to accommodate the steric requirements of the guest. Nonetheless,
single crystal X-ray diffraction reveals the preservation of a layered
structrure in which the calixarene capsules stack in an antiparallel
configuration. These observations illustrate that the binding of the
pheromone monomer by the calixarene is sufficiently strong to overcome
the loss of guanidinium-sulfonate hydrogen bonds, which is corroborated
by the strong binding constants measured in solution. The solid-state
encapsulation stabilizes the otherwise volatile unstable monomer form,
suggesting an effective strategy for the storage, application, and
controlled release of an important agricultural adjuvant.},
 bibtype = {article},
 author = {Xiao, Wenchang and Hu, Chunhua and Ward, Michael D},
 journal = {CRYSTAL GROWTH & DESIGN},
 number = {7}
}

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The solid-state\nencapsulation stabilizes the otherwise volatile unstable monomer form,\nsuggesting an effective strategy for the storage, application, and\ncontrolled release of an important agricultural adjuvant.","bibtype":"article","author":"Xiao, Wenchang and Hu, Chunhua and Ward, Michael D","journal":"CRYSTAL GROWTH & DESIGN","number":"7","bibtex":"@article{\n title = {Isolation and Stabilization of a Pheromone in Crystalline Molecular Capsules},\n type = {article},\n year = {2013},\n identifiers = {[object Object]},\n pages = {3197-3200},\n volume = {13},\n month = {7},\n publisher = {AMER CHEMICAL SOC},\n city = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA},\n id = {dace0aa7-d87d-3cf4-a033-fca62f838452},\n created = {2015-12-14T19:51:30.000Z},\n file_attached = {false},\n profile_id = {3187ec9d-0fcc-3ba2-91e0-3075df9b18c3},\n group_id = {d75e47fd-ff52-3a4b-bf1e-6ebc7e454352},\n last_modified = {2017-03-14T12:30:08.401Z},\n read = {false},\n starred = {false},\n authored = {false},\n confirmed = {true},\n hidden = {false},\n citation_key = {ISI:000321542900058},\n source_type = {article},\n user_context = {Article},\n private_publication = {false},\n abstract = {The active monomer form of the male-produced pheromone of the\nMediterranean fruit fly can be isolated selectively from its\nequilibrating trimer species by encapsulation within a calixarene pocket\nbuilt into a hydrogen-bonded framework from guanidinium\n4-sulfocalix[4]arene. Encapsulation of the Delta(1)-pyrroline guest\nsignificantly perturbs the assembly of the quasihexagonal\ntwo-dimensional guanidinium-sulfonate network of the guest-free\nframework, to the extent that guanidinium ions are excluded from some\nsites to accommodate the steric requirements of the guest. Nonetheless,\nsingle crystal X-ray diffraction reveals the preservation of a layered\nstructrure in which the calixarene capsules stack in an antiparallel\nconfiguration. These observations illustrate that the binding of the\npheromone monomer by the calixarene is sufficiently strong to overcome\nthe loss of guanidinium-sulfonate hydrogen bonds, which is corroborated\nby the strong binding constants measured in solution. 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