Infrared and Raman Group Frequencies of Cyclic Imides

McKittrick, P.T.; Katon, J. E.

doi:10.1366/0003702904087000

Cited by 54 publications

(33 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Control dermis samples treated with only Tris-HCl or β-mercaptoethanol were also examined. Maleimides have a very strong peak at 1766 cm −1 (Figure S1) in their Raman spectra due to the symmetric stretch of the cyclic imide moiety [61]. We hypothesized that the cyclic imide, which remains intact after reaction with a sulfhydryl group, would retain its Raman spectra peak after covalent bond formation.…”

Section: Resultsmentioning

confidence: 99%

The use of native chemical functional groups presented by wound beds for the covalent attachment of polymeric microcarriers of bioactive factors

et al. 2013

View full text Add to dashboard Cite

The development of versatile methods that provide spatial and temporal control over the presentation of physical and biochemical cues on wound beds can lead to new therapeutic approaches that expedite wound healing by favorably influencing cellular behaviors. Towards that goal, we report that native chemical functional groups presented by wound beds can be utilized for direct covalent attachment of polymeric microbeads. Specifically, we demonstrated the covalent attachment of maleimide-functionalized and catechol-functionalized microbeads, made of either polystyrene (non-degradable) or poly(lactic-co-glycolic acid) ((PLGA), degradable), to sulfhydryl and amine groups present on porcine dermis used here as an ex vivo model wound bed. A pronounced increase (10–70 fold) in the density and persistence of the covalently reactive microbeads was observed relative to microbeads that adsorb via non-covalent interactions. Complementary characterization of the surface chemistry of the ex vivo wound beds using Raman microspectroscopy provides support for our conclusion that the increased adherence of the maleimide-functionalized beads results from their covalent bond formation with sulfhydryl groups on the wound bed. The attachment of maleimide-functionalized microbeads to wounds created in live wild-type and diabetic mice led to observations of differential immobilization of microbeads on them and were consistent with anticipated differences in the presentation of sulfhydryl groups on the two different wound types. Finally, the incorporation of maleimide-functionalized microbeads in wounds created in wild-type mice did not impair the rate of wound closure relative to an untreated wound. Overall, the results presented in this paper enable a general and facile approach to the engineering of wound beds in which microbeads are covalently immobilized to wound beds. Such immobilized microbeads could be used in future studies to release bioactive factors (e.g., antimicrobial agents or growth factors) and/or introduce topographical cues that promote cell behaviors underlying healing and wound closure.

show abstract

Section: Resultsmentioning

confidence: 99%

The use of native chemical functional groups presented by wound beds for the covalent attachment of polymeric microcarriers of bioactive factors

et al. 2013

View full text Add to dashboard Cite

show abstract

“…Three main IR-active groups, the imidyl group O=C-N-C=O, the alkenyl group H-C=C-H, and C-N-C contribute to its spectra. The C 2v symmetry is often applied on maleimide or succinimide derivatives [16][17][18][19][20][21]. The imidyl group (O=C-N-C=O) generally shows an intense peak between 1700 and 1750 cm −1 due to the asymmetric stretching mode, and a weak peak between 1740 and 1850 cm −1 due to the symmetric stretching mode [5].…”

Section: Ir Spectra Of Crosslinkersmentioning

confidence: 99%

Surface reactions of 4-aminothiophenol with heterobifunctional crosslinkers bearing both succinimidyl ester and maleimide for biomolecular immobilization

Xiao

Wieland

Brunner

2005

Journal of Colloid and Interface Science

View full text Add to dashboard Cite

“…Medium to strong bands that correspond to the analogous mode in the Raman spectra of a series of substituted phthalimides were observed in the 1590-1630 cm 1 region. 16 The empirical scaling (factor 0.92268) of the crude ab initio wavenumbers used yielded a 62 cm 1 higher value for the wavenumber of this mode than the observed value (Table 1). An almost identical difference (64 cm 1 ) between the calculated and the averaged experimental (1662 cm 1 ) wavenumbers, however, was obtained for the (CO) mode (Fig.…”

Section: Internal Saccharinato Ligand Vibrationsmentioning

confidence: 80%

Experimental and theoretical Raman study of the binuclear copper(II) imidazole saccharinato complex

Naumov¹,

Grup?e²,

Jovanovski³

2000

J. Raman Spectrosc.

View full text Add to dashboard Cite

Infrared and Raman Group Frequencies of Cyclic Imides

Cited by 54 publications

References 20 publications

The use of native chemical functional groups presented by wound beds for the covalent attachment of polymeric microcarriers of bioactive factors

The use of native chemical functional groups presented by wound beds for the covalent attachment of polymeric microcarriers of bioactive factors

Surface reactions of 4-aminothiophenol with heterobifunctional crosslinkers bearing both succinimidyl ester and maleimide for biomolecular immobilization

Experimental and theoretical Raman study of the binuclear copper(II) imidazole saccharinato complex

Contact Info

Product

Resources

About