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

MedKoo CAT#: 329607

CAS#: 7585-39-9

Description: β-Cyclodextrin is a cyclic heptamer composed of seven glucose units joined "head-to-tail" by alpha-1.4 links. It is produced by the action of the enzyme, cyclodextrin glycosyl transferase (CGT),on hydrolyzed starch syrups. Cyclodextrins are able to form host-guest complexes with hydrophobic molecules given the unique nature imparted by their structure. As a result, these molecules have found a number of applications in a wide range of fields. β-cyclodextrins are used to produce HPLC columns allowing chiral enantiomers separation, and are also the main ingredient in P&G's product Febreze which claims that the β-cyclodextrins "trap" odor causing compounds, thereby reducing the odor.


Price and Availability

Size
Price

200g
USD 150
2kg
USD 750
Size
Price

500g
USD 250
5kg
USD 1250
Size
Price

1kg
USD 450
10kg
USD 2150

beta-Cyclodextrin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 329607
Name: Beta-Cyclodextrin
CAS#: 7585-39-9
Chemical Formula: C42H70O35
Exact Mass: 1134.3698
Molecular Weight: 1134.987
Elemental Analysis: C, 44.45; H, 6.22; O, 49.34


Synonym: β-Cyclodextrin, beta-Cyclodextrin; BCD;

IUPAC/Chemical Name: Beta-Cyclodextrin;

InChi Key: WHGYBXFWUBPSRW-UOFYCTJFSA-N

InChi Code: InChI=1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8-,9-,10-,11-,12+,13+,14+,15-,16-,17-,18+,19-,20+,21+,22-,23-,24-,25+,26-,27+,28+,29-,30-,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41+,42+/m0/s1

SMILES Code: O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@H](O)[C@@H](O)[C@H](O3)[C@@H](CO)O2)[C@@H](CO)O[C@@H]1O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@@H]5[C@@H](O)[C@H](O)[C@H](O[C@@H]6[C@@H](O)[C@H](O)[C@H](O[C@@H]7[C@@H](O)[C@H](O)[C@H](O[C@@H]8[C@@H](O)[C@H](O)[C@H]3O[C@H]8CO)O[C@H]7CO)O[C@H]6CO)O[C@H]5CO)O[C@@H]4CO


Technical Data

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:
>2 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).

Harmonized System Code:
293490


Additional Information

It is white powder and there is a cavity in its molecule which can form inclusion compounds with a range of molecules. The solubility degree of Beta-cyclodextrin in water is 1.85 g/100ml @ 25°C, melting point is about 260℃, internal diameter is 0.7-0.8nm.

α (alpha)-cyclodextrin: 6-membered sugar ring molecule
β (beta)-cyclodextrin: 7-membered sugar ring molecule
γ (gamma)-cyclodextrin: 8-membered sugar ring molecule


References

1: Martín VI, Angulo M, López-Cornejo P, López-López M, Marchena MJ, Moyá ML. Stoppering/unstoppering of a rotaxane formed between an N-hetorycle ligand containing surfactant: β-cyclodextrin pseudorotaxane and pentacyanoferrate(II) ions. J Colloid Interface Sci. 2017 Mar 6;497:343-349. doi: 10.1016/j.jcis.2017.03.019. [Epub ahead of print] PubMed PMID: 28288380.

2: Kumar D, Krishnan Y, Paranjothy M, Pal S. Analysis of Molecular Interaction of Drugs Within β-Cyclodextrin Cavity by Solution State Nuclear Magnetic Resonance (NMR) Relaxation. J Phys Chem B. 2017 Mar 9. doi: 10.1021/acs.jpcb.6b11704. [Epub ahead of print] PubMed PMID: 28276696.

3: Liossi ΑS, Ntountaniotis D, Kellici TF, Chatziathanasiadou MV, Megariotis G, Mania M, Becker-Baldus J, Kriechbaum M, Krajnc A, Christodoulou E, Glaubitz C, Rappolt M, Amenitsch H, Mali G, Theodorou DN, Valsami G, Pitsikalis M, Iatrou H, Tzakos AG, Mavromoustakos T. Exploring the interactions of irbesartan and irbesartan-2-hydroxypropyl-β-cyclodextrin complex with model membranes. Biochim Biophys Acta. 2017 Mar 5. pii: S0005-2736(17)30077-9. doi: 10.1016/j.bbamem.2017.03.003. [Epub ahead of print] PubMed PMID: 28274845.

4: Choi JM, Park K, Lee B, Jeong D, Dindulkar SD, Choi Y, Cho E, Park S, Yu JH, Jung S. Solubility and bioavailability enhancement of ciprofloxacin by induced oval-shaped mono-6-deoxy-6-aminoethylamino-β-cyclodextrin. Carbohydr Polym. 2017 May 1;163:118-128. doi: 10.1016/j.carbpol.2017.01.073. PubMed PMID: 28267488.

5: Caracciolo F, Carretta P, Filibian M, Melone L. Dynamic Nuclear Polarization of β -Cyclodextrin Macromolecules. J Phys Chem B. 2017 Mar 6. doi: 10.1021/acs.jpcb.7b00836. [Epub ahead of print] PubMed PMID: 28260385.

6: Sherje AP, Kulkarni V, Murahari M, Nayak UY, Bhat P, Suvarna V, Dravyakar B. Inclusion Complexation of Etodolac with Hydroxypropyl-beta-cyclodextrin and Auxiliary Agents: Formulation Characterization and Molecular Modeling Studies. Mol Pharm. 2017 Mar 1. doi: 10.1021/acs.molpharmaceut.6b01115. [Epub ahead of print] PubMed PMID: 28248111.

7: Malik NS, Ahmad M, Minhas MU. Cross-linked β-cyclodextrin and carboxymethyl cellulose hydrogels for controlled drug delivery of acyclovir. PLoS One. 2017 Feb 28;12(2):e0172727. doi: 10.1371/journal.pone.0172727. PubMed PMID: 28245257; PubMed Central PMCID: PMC5330485.

8: Wang X, Lv L, Bu Z, Yan J, Tong S. Separation of epimeric aromatic acid (-)-menthol esters by countercurrent chromatography using hydroxypropyl-β-cyclodextrin as an additive. J Sep Sci. 2017 Feb 28. doi: 10.1002/jssc.201700015. [Epub ahead of print] PubMed PMID: 28244265.

9: Wang J, Qiu F, Wu H, Li X, Zhang T, Niu X, Yang D, Pan J, Xu J. Fabrication of fluorescent carbon dots-linked isophorone diisocyanate and β-cyclodextrin for detection of chromium ions. Spectrochim Acta A Mol Biomol Spectrosc. 2017 Feb 20;179:163-170. doi: 10.1016/j.saa.2017.02.031. [Epub ahead of print] PubMed PMID: 28242445.

10: Gautam S, Karmakar S, Batra R, Sharma P, Pradhan P, Singh J, Kundu B, Chowdhury PK. Polyphenols in combination with β-cyclodextrin can inhibit and disaggregate α-synuclein amyloids under cell mimicking conditions: A promising therapeutic alternative. Biochim Biophys Acta. 2017 Feb 23. pii: S1570-9639(17)30038-9. doi: 10.1016/j.bbapap.2017.02.014. [Epub ahead of print] PubMed PMID: 28238838.

11: Rodrigues LB, Martins AO, Ribeiro-Filho J, Cesário FR, E Castro FF, de Albuquerque TR, Fernandes MN, da Silva BA, Quintans Júnior LJ, Araújo AA, Menezes PD, Nunes PS, Matos IG, Coutinho HD, Goncalves Wanderley A, de Menezes IR. Anti-inflammatory activity of the essential oil obtained from Ocimum basilicum complexed with β-cyclodextrin (β-CD) in mice. Food Chem Toxicol. 2017 Feb 22. pii: S0278-6915(17)30073-X. doi: 10.1016/j.fct.2017.02.027. [Epub ahead of print] PubMed PMID: 28235614.

12: Pan H, Wang HB, Yu YB, Cheng BC, Wang XY, Li Y. Original research paper. A superior preparation method for daidzein-hydroxypropyl-β-cyclodextrin complexes with improved solubility and dissolution: Supercritical fluid process. Acta Pharm. 2017 Mar 1;67(1):85-97. doi: 10.1515/acph-2017-0005. PubMed PMID: 28231046.

13: Andrade TA, Freitas TS, Araújo FO, Menezes PP, Dória GA, Rabelo AS, Quintans-Júnior LJ, Santos MR, Bezerra DP, Serafini MR, Menezes IR, Nunes PS, Araújo AA, Costa MS, Campina FF, Santos AT, Silva AR, Coutinho HD. Physico-chemical characterization and antibacterial activity of inclusion complexes of Hyptis martiusii Benth essential oil in β-cyclodextrin. Biomed Pharmacother. 2017 Feb 19;89:201-207. doi: 10.1016/j.biopha.2017.01.158. [Epub ahead of print] PubMed PMID: 28226293.

14: Sandbaumhüter FA, Theurillat R, Thormann W. Separation of hydroxynorketamine stereoisomers using capillary electrophoresis with sulfated β-cyclodextrin and highly sulfated γ-cyclodextrin. Electrophoresis. 2017 Feb 18. doi: 10.1002/elps.201700016. [Epub ahead of print] PubMed PMID: 28213944.

15: Prado AR, Yokaichiya F, Franco MK, Silva CM, Oliveira-Nascimento L, Franz-Montan M, Volpato MC, Cabeça LF, de Paula E. Complexation of oxethazaine with 2-hydroxypropyl-β-cyclodextrin: increased drug solubility, decreased cytotoxicity and analgesia at inflamed tissues. J Pharm Pharmacol. 2017 Feb 17. doi: 10.1111/jphp.12703. [Epub ahead of print] PubMed PMID: 28211640.

16: Takada H, Yonekawa J, Matsumoto M, Furuya K, Sokabe M. Hyperforin/HP-β-Cyclodextrin Enhances Mechanosensitive Ca(2+) Signaling in HaCaT Keratinocytes and in Atopic Skin Ex Vivo Which Accelerates Wound Healing. Biomed Res Int. 2017;2017:8701801. doi: 10.1155/2017/8701801. PubMed PMID: 28210627; PubMed Central PMCID: PMC5292202.

17: Yu X, Ling X, Zou L, Chen Z. Novel polymeric monolith materials with a β-cyclodextrin -graphene composite for the highly selective extraction of methyl jasmonate. J Sep Sci. 2017 Feb 16. doi: 10.1002/jssc.201601391. [Epub ahead of print] PubMed PMID: 28205316.

18: Yoshimoto H, Takeo T, Irie T, Nakagata N. Fertility of cold-stored mouse sperm is recovered by promoting acrosome reaction and hyperactivation after cholesterol efflux by methyl-beta-cyclodextrin. Biol Reprod. 2017 Feb 1;96(2):446-455. doi: 10.1095/biolreprod.116.142901. PubMed PMID: 28203712.

19: Silva M, Pérez-Quintanilla D, Morante-Zarcero S, Sierra I, Marina ML, Aturki Z, Fanali S. Ordered mesoporous silica functionalized with β-cyclodextrin derivative for stereoisomer separation of flavanones and flavanone glycosides by nano-liquid chromatography and capillary electrochromatography. J Chromatogr A. 2017 Mar 24;1490:166-176. doi: 10.1016/j.chroma.2017.02.012. PubMed PMID: 28202192.

20: Motoyama K, Nishiyama R, Maeda Y, Higashi T, Ishitsuka Y, Kondo Y, Irie T, Era T, Arima H. Synthesis of multi-lactose-appended β-cyclodextrin and its cholesterol-lowering effects in Niemann-Pick type C disease-like HepG2 cells. Beilstein J Org Chem. 2017 Jan 3;13:10-18. doi: 10.3762/bjoc.13.2. PubMed PMID: 28179943; PubMed Central PMCID: PMC5238562.