TY - JOUR
T1 - Reptilian chemistry
T2 - Characterization of a family of dianeackerone-related steroidal esters from a crocodile secretion
AU - Yang, Zhicai
AU - Whyte, Authrine
AU - Attygalle, Athula B.
AU - Weldon, Paul J.
AU - Eisner, Thomas
AU - Meinwald, Jerrold
PY - 1999/10/26
Y1 - 1999/10/26
N2 - The African dwarf crocodile, Osteolaemus tetraspis (Crocodilidae, Reptilia), possesses a pair of skin glands, the paracloacal glands, the secretion of which is thought to be used to mark nest sites or attract mates. Ten aromatic steroidal esters were isolated from this secretion and characterized on the basis of NMR spectroscopic investigations, electrospray ionization-MS analyses, and chemical degradation. These esters, which account for more than 90% of the paracloacal glandular secretion, are derived from either cholesterol or cholestanol, esterified with a C-20 or C-22 acid closely related to dianeackerone, the only significant volatile compound found in this secretion.
AB - The African dwarf crocodile, Osteolaemus tetraspis (Crocodilidae, Reptilia), possesses a pair of skin glands, the paracloacal glands, the secretion of which is thought to be used to mark nest sites or attract mates. Ten aromatic steroidal esters were isolated from this secretion and characterized on the basis of NMR spectroscopic investigations, electrospray ionization-MS analyses, and chemical degradation. These esters, which account for more than 90% of the paracloacal glandular secretion, are derived from either cholesterol or cholestanol, esterified with a C-20 or C-22 acid closely related to dianeackerone, the only significant volatile compound found in this secretion.
KW - Biosynthesis
KW - Cholesterol
KW - Osteolaemus tetraspis
KW - Paracloacal gland
UR - http://www.scopus.com/inward/record.url?scp=0033607185&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0033607185&partnerID=8YFLogxK
U2 - 10.1073/pnas.96.22.12251
DO - 10.1073/pnas.96.22.12251
M3 - Article
C2 - 10535907
AN - SCOPUS:0033607185
SN - 0027-8424
VL - 96
SP - 12251
EP - 12256
JO - Proceedings of the National Academy of Sciences of the United States of America
JF - Proceedings of the National Academy of Sciences of the United States of America
IS - 22
ER -